DOI: 10.1016/s0040-4020(02)00539-2. The prenyl group: a versatile hydroxy protecting group, removable chemoselectively under mild conditions

The prenyl group: a versatile hydroxy protecting group, removable chemoselectively under mild conditions

10.1016/s0040-4020(02)00539-2

Crossref journal-article

Elsevier BV

Tetrahedron (78)

Authors 1

Jean-Michel Vatèle (first)

References 47 Referenced 29

10.1016/S0040-4020(98)01200-9 / Tetrahedron by Osborn (1999)
10.1021/ol006081l / Org. Lett. by Roussel (2000)
10.1002/1521-3773(20011203)40:23<4433::AID-ANIE4433>3.0.CO;2-8 / Angew. Chem., Int. Ed. by Palmacci (2001)
10.1351/pac196307020335 / Pure Appl. Chem. by Rudinger (1963)
10.1111/j.1399-3011.1993.tb00486.x / Int. J. Pept. Protein Res. by Patek (1993)
{'key': '10.1016/S0040-4020(02)00539-2_BIB3', 'series-title': 'Protective Groups in Organic Synthesis', 'author': 'Greene', 'year': '1999'} / Protective Groups in Organic Synthesis by Greene (1999)
10.1039/P19800000738 / J. Chem. Soc., Perkin Trans. 1 by Gigg (1980)
10.1021/jo9804846 / J. Org. Chem. by Sharma (1998)
10.1016/S0040-4039(99)01717-7 / Tetrahedron Lett. by Tsuritani (1999)
10.1016/S0040-4039(00)00270-7 / Tetrahedron Lett. by Lu (2000)
10.1246/cl.2001.430 / Chem. Lett. by Yadav (2001)
10.1055/s-2001-18765 / Synlett by Vatèle (2001)
10.1055/s-2002-20480 / Synlett by Vatèle (2002)
10.1016/S0040-4039(00)76752-9 / Tetrahedron Lett. by Cossy (1994)
10.1021/jo00444a042 / J. Org. Chem. by Banks (1977)
10.1016/S0040-4039(00)92294-9 / Tetrahedron Lett. by Urata (1991)
{'key': '10.1016/S0040-4020(02)00539-2_BIB9_1', 'series-title': 'Studies in Organic Chemistry', 'first-page': '929', 'article-title': 'Chemistry of the Monoterpenes Part B', 'author': 'Erman', 'year': '1985'} / Studies in Organic Chemistry / Chemistry of the Monoterpenes Part B by Erman (1985)
10.1039/a809268k / J. Chem. Soc., Perkin Trans. 2 by Al-Quallaf (1999)
10.3891/acta.chem.scand.21-2247 / Acta Chem. Scand. by Baggaley (1967)
{'key': '10.1016/S0040-4020(02)00539-2_BIB10_2', 'first-page': '481', 'author': 'Eshiett', 'year': '1968', 'journal-title': 'J. Chem. Soc. (C)'} / J. Chem. Soc. (C) by Eshiett (1968)
10.1016/0731-7085(85)80059-5 / J. Pharm. Biomed. Anal. by Elujoba (1985)
{'key': '10.1016/S0040-4020(02)00539-2_BIB11_1', 'first-page': '1253', 'volume': '105', 'author': 'Pochini', 'year': '1975', 'journal-title': 'Gazz. Chim. Ital.'} / Gazz. Chim. Ital. by Pochini (1975)
10.1016/S0040-4039(00)89033-4 / Tetrahedron Lett. by Dauben (1990)
10.1055/s-1998-2026 / Synthesis by Bigi (1998)
10.1016/S0040-4039(01)81632-4 / Tetrahedron Lett. by Sarma (1984)
{'key': '10.1016/S0040-4020(02)00539-2_BIB12_2', 'first-page': '390', 'author': 'Chowdury', 'year': '1990', 'journal-title': 'J. Chem. Res. (S)'} / J. Chem. Res. (S) by Chowdury (1990)
10.1016/S0040-4039(01)86344-9 / Tetrahedron Lett. by Bongini (1979)
10.1016/S0040-4039(01)81786-X / Tetrahedron Lett. by Brown (1981)
10.1016/S0031-9422(00)00311-3 / Phytochemistry by Wattanapiromsakul (2000)
Vatèle, J.-M. Unpublished results.
10.1055/s-1989-27223 / Synthesis by Kanai (1989)
10.1139/v89-106 / Can. J. Chem. by Lee-Ruff (1989)
10.1016/0040-4039(96)01478-5 / Tetrahedron Lett. by Yadav (1996)
10.1055/s-1998-1810 / Synlett by Paterson (1998)
{'key': '10.1016/S0040-4020(02)00539-2_BIB18', 'first-page': '1983', 'volume': '30', 'author': 'Becker', 'year': '1965', 'journal-title': 'J. Org. Chem.'} / J. Org. Chem. by Becker (1965)
10.1016/S0040-4039(00)01855-4 / Tetrahedron Lett. by Sharma (2000)
10.1016/S0040-4039(01)01058-9 / Tetrahedron Lett. by Sharma (2001)
10.1081/SCC-100000202 / Synth. Commun. by Vani (2001)
10.1016/S0957-4166(99)00008-7 / Tetrahedron: Asymmetry by Sharma (1999)
10.1016/S0957-4166(00)86337-5 / Tetrahedron: Asymmetry by Fleet (1990)
10.1016/S0040-4020(01)00187-9 / Tetrahedron by Chandrasekhar (2001)
{'key': '10.1016/S0040-4020(02)00539-2_BIB24', 'first-page': '318', 'volume': '2', 'author': 'Schmidt', 'year': '1963', 'journal-title': 'Meth. Carbohydr. Chem.'} / Meth. Carbohydr. Chem. by Schmidt (1963)
{'key': '10.1016/S0040-4020(02)00539-2_BIB25', 'series-title': 'The Merck Index', 'year': '1996'} / The Merck Index (1996)
10.1002/cber.19841170412 / Chem. Ber. by Schlegel (1984)
10.1021/jo00367a033 / J. Org. Chem. by Mc Dougal (1986)
10.1016/S0040-4020(98)00479-7 / Tetrahedron by Li (1998)
10.1246/bcsj.63.1328 / Bull. Chem. Soc. Jpn by Sato (1990)

Dates

Type	When
Created	22 years, 5 months ago (March 25, 2003, 2:21 p.m.)
Deposited	6 years, 4 months ago (April 11, 2019, 1:50 a.m.)
Indexed	1 year ago (Aug. 21, 2024, 8:14 p.m.)
Issued	23 years, 1 month ago (July 1, 2002)
Published	23 years, 1 month ago (July 1, 2002)
Published Print	23 years, 1 month ago (July 1, 2002)

Funders 0

None

BibTeX

@article{Vat_le_2002, title={The prenyl group: a versatile hydroxy protecting group, removable chemoselectively under mild conditions}, volume={58}, ISSN={0040-4020}, url={http://dx.doi.org/10.1016/s0040-4020(02)00539-2}, DOI={10.1016/s0040-4020(02)00539-2}, number={28}, journal={Tetrahedron}, publisher={Elsevier BV}, author={Vatèle, Jean-Michel}, year={2002}, month=jul, pages={5689–5698} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2024,
        8,
        22
      ]
    ],
    "date-time": "2024-08-22T00:14:19Z",
    "timestamp": 1724285659330
  },
  "reference-count": 47,
  "publisher": "Elsevier BV",
  "issue": "28",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2002,
            7,
            1
          ]
        ],
        "date-time": "2002-07-01T00:00:00Z",
        "timestamp": 1025481600000
      },
      "content-version": "tdm",
      "delay-in-days": 0,
      "URL": "https://www.elsevier.com/tdm/userlicense/1.0/"
    }
  ],
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        2002,
        7
      ]
    ]
  },
  "DOI": "10.1016/s0040-4020(02)00539-2",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2003,
        3,
        25
      ]
    ],
    "date-time": "2003-03-25T19:21:05Z",
    "timestamp": 1048620065000
  },
  "page": "5689-5698",
  "source": "Crossref",
  "is-referenced-by-count": 29,
  "title": "The prenyl group: a versatile hydroxy protecting group, removable chemoselectively under mild conditions",
  "prefix": "10.1016",
  "volume": "58",
  "author": [
    {
      "given": "Jean-Michel",
      "family": "Vat\u00e8le",
      "sequence": "first",
      "affiliation": []
    }
  ],
  "member": "78",
  "reference": [
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB1_1",
      "doi-asserted-by": "crossref",
      "first-page": "1807",
      "DOI": "10.1016/S0040-4020(98)01200-9",
      "volume": "55",
      "author": "Osborn",
      "year": "1999",
      "journal-title": "Tetrahedron"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB1_2",
      "doi-asserted-by": "crossref",
      "first-page": "3043",
      "DOI": "10.1021/ol006081l",
      "volume": "2",
      "author": "Roussel",
      "year": "2000",
      "journal-title": "Org. Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB1_3",
      "doi-asserted-by": "crossref",
      "first-page": "4433",
      "DOI": "10.1002/1521-3773(20011203)40:23<4433::AID-ANIE4433>3.0.CO;2-8",
      "volume": "40",
      "author": "Palmacci",
      "year": "2001",
      "journal-title": "Angew. Chem., Int. Ed."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB2_1",
      "doi-asserted-by": "crossref",
      "first-page": "335",
      "DOI": "10.1351/pac196307020335",
      "volume": "7",
      "author": "Rudinger",
      "year": "1963",
      "journal-title": "Pure Appl. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB2_2",
      "doi-asserted-by": "crossref",
      "first-page": "97",
      "DOI": "10.1111/j.1399-3011.1993.tb00486.x",
      "volume": "42",
      "author": "Patek",
      "year": "1993",
      "journal-title": "Int. J. Pept. Protein Res."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB3",
      "series-title": "Protective Groups in Organic Synthesis",
      "author": "Greene",
      "year": "1999"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB4_1",
      "doi-asserted-by": "crossref",
      "first-page": "738",
      "DOI": "10.1039/P19800000738",
      "author": "Gigg",
      "year": "1980",
      "journal-title": "J. Chem. Soc., Perkin Trans. 1"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB4_2",
      "doi-asserted-by": "crossref",
      "first-page": "9103",
      "DOI": "10.1021/jo9804846",
      "volume": "63",
      "author": "Sharma",
      "year": "1998",
      "journal-title": "J. Org. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB4_3",
      "doi-asserted-by": "crossref",
      "first-page": "8121",
      "DOI": "10.1016/S0040-4039(99)01717-7",
      "volume": "40",
      "author": "Tsuritani",
      "year": "1999",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB5_1",
      "doi-asserted-by": "crossref",
      "first-page": "2817",
      "DOI": "10.1016/S0040-4039(00)00270-7",
      "volume": "41",
      "author": "Lu",
      "year": "2000",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB5_2",
      "doi-asserted-by": "crossref",
      "first-page": "430",
      "DOI": "10.1246/cl.2001.430",
      "author": "Yadav",
      "year": "2001",
      "journal-title": "Chem. Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB6_1",
      "doi-asserted-by": "crossref",
      "first-page": "1989",
      "DOI": "10.1055/s-2001-18765",
      "author": "Vat\u00e8le",
      "year": "2001",
      "journal-title": "Synlett"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB6_2",
      "doi-asserted-by": "crossref",
      "first-page": "507",
      "DOI": "10.1055/s-2002-20480",
      "author": "Vat\u00e8le",
      "year": "2002",
      "journal-title": "Synlett"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB7",
      "doi-asserted-by": "crossref",
      "first-page": "1539",
      "DOI": "10.1016/S0040-4039(00)76752-9",
      "volume": "35",
      "author": "Cossy",
      "year": "1994",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB8_1",
      "doi-asserted-by": "crossref",
      "first-page": "3965",
      "DOI": "10.1021/jo00444a042",
      "volume": "42",
      "author": "Banks",
      "year": "1977",
      "journal-title": "J. Org. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB8_2",
      "doi-asserted-by": "crossref",
      "first-page": "4733",
      "DOI": "10.1016/S0040-4039(00)92294-9",
      "volume": "32",
      "author": "Urata",
      "year": "1991",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB9_1",
      "series-title": "Studies in Organic Chemistry",
      "first-page": "929",
      "article-title": "Chemistry of the Monoterpenes Part B",
      "author": "Erman",
      "year": "1985"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB9_2",
      "doi-asserted-by": "crossref",
      "first-page": "789",
      "DOI": "10.1039/a809268k",
      "author": "Al-Quallaf",
      "year": "1999",
      "journal-title": "J. Chem. Soc., Perkin Trans. 2"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB10_1",
      "doi-asserted-by": "crossref",
      "first-page": "2247",
      "DOI": "10.3891/acta.chem.scand.21-2247",
      "volume": "21",
      "author": "Baggaley",
      "year": "1967",
      "journal-title": "Acta Chem. Scand."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB10_2",
      "first-page": "481",
      "author": "Eshiett",
      "year": "1968",
      "journal-title": "J. Chem. Soc. (C)"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB10_3",
      "doi-asserted-by": "crossref",
      "first-page": "447",
      "DOI": "10.1016/0731-7085(85)80059-5",
      "volume": "3",
      "author": "Elujoba",
      "year": "1985",
      "journal-title": "J. Pharm. Biomed. Anal."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB11_1",
      "first-page": "1253",
      "volume": "105",
      "author": "Pochini",
      "year": "1975",
      "journal-title": "Gazz. Chim. Ital."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB11_2",
      "doi-asserted-by": "crossref",
      "first-page": "3241",
      "DOI": "10.1016/S0040-4039(00)89033-4",
      "volume": "31",
      "author": "Dauben",
      "year": "1990",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB11_3",
      "doi-asserted-by": "crossref",
      "first-page": "301",
      "DOI": "10.1055/s-1998-2026",
      "author": "Bigi",
      "year": "1998",
      "journal-title": "Synthesis"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB12_1",
      "doi-asserted-by": "crossref",
      "first-page": "5581",
      "DOI": "10.1016/S0040-4039(01)81632-4",
      "volume": "25",
      "author": "Sarma",
      "year": "1984",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB12_2",
      "first-page": "390",
      "author": "Chowdury",
      "year": "1990",
      "journal-title": "J. Chem. Res. (S)"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB13_1",
      "doi-asserted-by": "crossref",
      "first-page": "2545",
      "DOI": "10.1016/S0040-4039(01)86344-9",
      "author": "Bongini",
      "year": "1979",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB13_2",
      "doi-asserted-by": "crossref",
      "first-page": "2915",
      "DOI": "10.1016/S0040-4039(01)81786-X",
      "volume": "22",
      "author": "Brown",
      "year": "1981",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB14",
      "doi-asserted-by": "crossref",
      "first-page": "269",
      "DOI": "10.1016/S0031-9422(00)00311-3",
      "volume": "55",
      "author": "Wattanapiromsakul",
      "year": "2000",
      "journal-title": "Phytochemistry"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB15",
      "unstructured": "Vat\u00e8le, J.-M. Unpublished results."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB16",
      "doi-asserted-by": "crossref",
      "first-page": "283",
      "DOI": "10.1055/s-1989-27223",
      "author": "Kanai",
      "year": "1989",
      "journal-title": "Synthesis"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB17_1",
      "doi-asserted-by": "crossref",
      "first-page": "699",
      "DOI": "10.1139/v89-106",
      "volume": "67",
      "author": "Lee-Ruff",
      "year": "1989",
      "journal-title": "Can. J. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB17_2",
      "doi-asserted-by": "crossref",
      "first-page": "6603",
      "DOI": "10.1016/0040-4039(96)01478-5",
      "volume": "37",
      "author": "Yadav",
      "year": "1996",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB17_3",
      "doi-asserted-by": "crossref",
      "first-page": "915",
      "DOI": "10.1055/s-1998-1810",
      "author": "Paterson",
      "year": "1998",
      "journal-title": "Synlett"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB18",
      "first-page": "1983",
      "volume": "30",
      "author": "Becker",
      "year": "1965",
      "journal-title": "J. Org. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB19_1",
      "doi-asserted-by": "crossref",
      "first-page": "10323",
      "DOI": "10.1016/S0040-4039(00)01855-4",
      "volume": "41",
      "author": "Sharma",
      "year": "2000",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB19_2",
      "doi-asserted-by": "crossref",
      "first-page": "5571",
      "DOI": "10.1016/S0040-4039(01)01058-9",
      "volume": "42",
      "author": "Sharma",
      "year": "2001",
      "journal-title": "Tetrahedron Lett."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB20",
      "doi-asserted-by": "crossref",
      "first-page": "219",
      "DOI": "10.1081/SCC-100000202",
      "volume": "31",
      "author": "Vani",
      "year": "2001",
      "journal-title": "Synth. Commun."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB21",
      "doi-asserted-by": "crossref",
      "first-page": "229",
      "DOI": "10.1016/S0957-4166(99)00008-7",
      "volume": "10",
      "author": "Sharma",
      "year": "1999",
      "journal-title": "Tetrahedron: Asymmetry"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB22",
      "doi-asserted-by": "crossref",
      "first-page": "119",
      "DOI": "10.1016/S0957-4166(00)86337-5",
      "volume": "1",
      "author": "Fleet",
      "year": "1990",
      "journal-title": "Tetrahedron: Asymmetry"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB23",
      "doi-asserted-by": "crossref",
      "first-page": "3435",
      "DOI": "10.1016/S0040-4020(01)00187-9",
      "volume": "57",
      "author": "Chandrasekhar",
      "year": "2001",
      "journal-title": "Tetrahedron"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB24",
      "first-page": "318",
      "volume": "2",
      "author": "Schmidt",
      "year": "1963",
      "journal-title": "Meth. Carbohydr. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB25",
      "series-title": "The Merck Index",
      "year": "1996"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB26",
      "doi-asserted-by": "crossref",
      "first-page": "1400",
      "DOI": "10.1002/cber.19841170412",
      "volume": "117",
      "author": "Schlegel",
      "year": "1984",
      "journal-title": "Chem. Ber."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB27",
      "doi-asserted-by": "crossref",
      "first-page": "3388",
      "DOI": "10.1021/jo00367a033",
      "volume": "51",
      "author": "Mc Dougal",
      "year": "1986",
      "journal-title": "J. Org. Chem."
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB28",
      "doi-asserted-by": "crossref",
      "first-page": "8691",
      "DOI": "10.1016/S0040-4020(98)00479-7",
      "volume": "54",
      "author": "Li",
      "year": "1998",
      "journal-title": "Tetrahedron"
    },
    {
      "key": "10.1016/S0040-4020(02)00539-2_BIB29",
      "doi-asserted-by": "crossref",
      "first-page": "1328",
      "DOI": "10.1246/bcsj.63.1328",
      "volume": "63",
      "author": "Sato",
      "year": "1990",
      "journal-title": "Bull. Chem. Soc. Jpn"
    }
  ],
  "container-title": "Tetrahedron",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://api.elsevier.com/content/article/PII:S0040402002005392?httpAccept=text/xml",
      "content-type": "text/xml",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://api.elsevier.com/content/article/PII:S0040402002005392?httpAccept=text/plain",
      "content-type": "text/plain",
      "content-version": "vor",
      "intended-application": "text-mining"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2019,
        4,
        11
      ]
    ],
    "date-time": "2019-04-11T05:50:11Z",
    "timestamp": 1554961811000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://linkinghub.elsevier.com/retrieve/pii/S0040402002005392"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2002,
        7
      ]
    ]
  },
  "references-count": 47,
  "journal-issue": {
    "issue": "28",
    "published-print": {
      "date-parts": [
        [
          2002,
          7
        ]
      ]
    }
  },
  "alternative-id": [
    "S0040402002005392"
  ],
  "URL": "http://dx.doi.org/10.1016/S0040-4020(02)00539-2",
  "relation": {},
  "ISSN": [
    "0040-4020"
  ],
  "subject": [],
  "container-title-short": "Tetrahedron",
  "published": {
    "date-parts": [
      [
        2002,
        7
      ]
    ]
  }
}