DOI: 10.1016/s0040-4039(02)00889-4. Direct formation of tetrahydropyranols via catalysis in ionic liquid

Direct formation of tetrahydropyranols via catalysis in ionic liquid

10.1016/s0040-4039(02)00889-4

Crossref journal-article

Elsevier BV

Tetrahedron Letters (78)

Bibliography

Keh, C. C. K., Namboodiri, V. V., Varma, R. S., & Li, C.-J. (2002). Direct formation of tetrahydropyranols via catalysis in ionic liquid. Tetrahedron Letters, 43(28), 4993â4996.

Authors 4

Charlene C.K Keh (first)
Vasudevan V Namboodiri (additional)
Rajender S Varma (additional)
Chao-Jun Li (additional)

References 37 Referenced 45

Polyether Antibiotics; Westly, J. W., Ed.; Marcel Dekker: New York, 1983; Vol. I and II
{'key': '10.1016/S0040-4039(02)00889-4_BIB3', 'series-title': 'Classics in Total Synthesis', 'author': 'Nicolaou', 'year': '1996'} / Classics in Total Synthesis by Nicolaou (1996)
For reviews of the Prins reaction, see: (a) Arundale, E.; Mikeska, L. A. Chem. Rev. 1952, 51, 505; (b) Adams, D. R.; Bhatnagar, S. R. Synthesis 1977, 661; (c) Snider, B. B. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon: Oxford, 1991; Vol. 2, pp. 527–561. (10.1021/cr60160a004)
For representative recent examples, see: (a) Markó, I. E.; Dobbs, A. P.; Scheirmann, V.; Chellé, F.; Bayston, D. J. Tetrahedron Lett. 1997, 38, 2899; (10.1016/S0040-4039(97)00471-1)
(b) Rychnovsky, S. D.; Yang, G.; Hu, Y.; Khire, U. R. J. Org. Chem. 1997, 62, 3022; (10.1021/jo970380f)
(c) Rychnovsky, S. D.; Hu, Y.; Ellsworth, B. Tetrahedron Lett. 1998, 39, 7271; (10.1016/S0040-4039(98)01586-X)
(d) Cloninger, M. J.; Overman, L. E. J. Am. Chem. Soc. 1999, 121, 1092; (10.1021/ja9838007)
(e) Chen, C.; Marino, P. S. J. Org. Chem. 2000, 65, 3252; (10.1021/jo0000832)
(f) Kopecky, D. J.; Rychnovsky, S. D. J. Am. Chem. Soc. 2001, 123, 8420; (10.1021/ja011377n)
(g) Jaber, J. J.; Mitsui, K.; Rychnovsky, S. D. J. Org. Chem. 2001, 66, 4679; (10.1021/jo010232w)
(h) Crosby, S. R.; Harding, J. R.; King, C. D.; Parker, G. D.; Willis, C. L. Org. Lett. 2002, 4, 577. (10.1021/ol0102850)
10.1021/jo001136i / J. Org. Chem. by Yang (2001)
10.1016/S0040-4039(99)00027-1 / Tetrahedron Lett. by Yang (1999)
10.1021/ol990789m / Org. Lett. by Viswanathan (1999)
For other examples for the formation of 4-halo derivatives, see: (a) Wei, Z. Y.; Li, J. S.; Wang, D.; Chan, T. H. Tetrahedron Lett. 1987, 28, 3441; (10.1016/S0040-4039(00)96321-4)
(b) Coppi, L.; Ricci, A.; Taddei, M. Tetrahedron Lett. 1987, 28, 973; (10.1016/S0040-4039(00)95890-8)
(c) Coppi, L.; Ricci, A.; Taddei, M. J. Org. Chem. 1988, 53, 913; (10.1021/jo00239a053)
(d) Wei, Z. Y.; Wang, D.; Li, J. S.; Chan, T. H. J. Org. Chem. 1989, 54, 5768. (10.1021/jo00285a025)
10.1021/jo00092a017 / J. Org. Chem. by Kobayashi (1994)
{'key': '10.1016/S0040-4039(02)00889-4_BIB13', 'series-title': 'Organic Synthesis in Water', 'author': 'Kobayashi', 'year': '1998'} / Organic Synthesis in Water by Kobayashi (1998)
10.1039/a808960d / Chem. Commun. by Zhang (1999)
10.1016/S0040-4020(00)00152-6 / Tetrahedron by Zhang (2000)
{'key': '10.1016/S0040-4039(02)00889-4_BIB17', 'series-title': 'Green Chemistry', 'author': 'Anastas', 'year': '1998'} / Green Chemistry by Anastas (1998)
10.1002/(SICI)1097-4660(199704)68:4<351::AID-JCTB613>3.0.CO;2-4 / J. Chem. Technol. Biotechnol. by Seddon (1997)
10.1021/cr980032t / Chem. Rev. by Welton (1999)
10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5 / Angew. Chem., Int. Ed. by Wasserscheid (2000)
10.1351/pac200173081309 / Pure Appl. Chem. by Varma (2001)
10.1051/jcp:1998103 / J. Chim. Phys. by Suarez (1998)
For representative recent examples, see: (a) Peng, J.; Deng, Y. Tetrahedron Lett. 2001, 42, 403; (10.1016/S0040-4039(00)01974-2)
(b) Ren, R. X.; Zueva, L. D.; Ou, W. Tetrahedron Lett. 2001, 42, 8441; (10.1016/S0040-4039(01)01850-0)
(c) Lee, S.; Park, J. H.; Kang, J.; Lee, J. K. Chem. Commun. 2001, 1698; (10.1039/b104967b)
(d) Wasserscheid, P.; Gordon, C. M.; Hilgers, C.; Muldoon, M. J.; Dunkin, I. R. Chem. Commun. 2001, 1186. (10.1039/b101400p)
10.1039/A803999B / Chem. Commun. by Huddleston (1998)
10.1038/19887 / Nature by Blanchard (1999)
10.1039/b104191f / Chem. Commun. by Schäfer (2001)
10.1016/S0040-4039(98)02086-3 / Tetrahedron Lett. by Aspinall (1998)
10.1016/S0040-4039(01)02115-3 / Tetrahedron Lett. by Aspinall (2002)

Dates

Type	When
Created	22 years, 4 months ago (April 4, 2003, 10:57 p.m.)
Deposited	5 years, 6 months ago (Feb. 5, 2020, 2:14 a.m.)
Indexed	2 months ago (July 2, 2025, 11:14 a.m.)
Issued	23 years, 2 months ago (July 1, 2002)
Published	23 years, 2 months ago (July 1, 2002)
Published Print	23 years, 2 months ago (July 1, 2002)

Funders 0

None

BibTeX

@article{Keh_2002, title={Direct formation of tetrahydropyranols via catalysis in ionic liquid}, volume={43}, ISSN={0040-4039}, url={http://dx.doi.org/10.1016/s0040-4039(02)00889-4}, DOI={10.1016/s0040-4039(02)00889-4}, number={28}, journal={Tetrahedron Letters}, publisher={Elsevier BV}, author={Keh, Charlene C.K and Namboodiri, Vasudevan V and Varma, Rajender S and Li, Chao-Jun}, year={2002}, month=jul, pages={4993–4996} }

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