DOI: 10.1016/s0957-4166(00)00249-4. Asymmetric hydrogen transfer reduction of ketones using chiral perfluorinated ligands

Asymmetric hydrogen transfer reduction of ketones using chiral perfluorinated ligands

10.1016/s0957-4166(00)00249-4

Crossref journal-article

Elsevier BV

Tetrahedron: Asymmetry (78)

Bibliography

Maillard, D., Nguefack, C., Pozzi, G., Quici, S., ValadÃ©, B., & Sinou, D. (2000). Asymmetric hydrogen transfer reduction of ketones using chiral perfluorinated ligands. Tetrahedron: Asymmetry, 11(14), 2881â2884.

Authors 6

David Maillard (first)
Christelle Nguefack (additional)
Gianluca Pozzi (additional)
Silvio Quici (additional)
Barbara Valadé (additional)
Denis Sinou (additional)

References 28 Referenced 33

(a) Aqueous-Phase Organometallic Catalysis. Concepts and Applications; Cornils, B.; Herrmann, W. A., Eds.; Wiley-VCH: Weinheim, 1996.
(b) Cornils, B. Angew. Chem., Int. Ed. Engl. 1995, 35, 1575–1577. (10.1002/anie.199515751)
Chemical Synthesis in Supercritical Fluids; Jessop, P. G.; Leitner, W., Eds.; Wiley-VCH: New York, 1999.
Chauvin, Y.; Olivier-Bourbigou, H. Chemtech. 1995, September, 26–30.
Horvàth, I. T.; Ràbai, J. Science 1994, 266, 72–75.
Rutherford, D.; Juliette, J. J. J.; Rocaboy, C.; Horvath, I. T.; Gladysz, J. A. Catal. Today 1998, 42, 381–388. (10.1016/S0920-5861(98)00120-5)
Haar, C. M.; Huang, J.; Nolan, S. P.; Petersen, J. L. Organometallics 1998, 17, 5018–5024. (10.1021/om980458y)
Richter, B.; Spek, A. L.; van Koten, G.; Deelman, B.-J. J. Am. Chem. Soc. 2000, 122, 3945–3951. (10.1021/ja993562v)
Horvàth, I. T.; Kiss, G.; Cook, R. A.; Bond, J. E.; Stevens, P. A.; Ràbai, J.; Mozeleski, E. J. J. Am. Chem. Soc. 1998, 120, 3133–3142. (10.1021/ja9738337)
Kainz, S.; Koch, D.; Baumann, W.; Leitner, W. Angew. Chem., Int. Ed. Engl. 1997, 36, 1628–1630. (10.1002/anie.199716281)
Juliette, J. J. J.; Horvàth, I. T.; Gladysz, J. A. Angew. Chem., Int. Ed. Engl. 1997, 36, 1610–1612. (10.1002/anie.199716101)
Juliette, J. J. J.; Ruthetford, D.; Horvàth, I. T.; Gladysz, J. A. J. Am. Chem. Soc. 1999, 121, 2696–2704. (10.1021/ja982955b)
Dinh, L. V.; Gladysz, J. A. Tetrahedron Lett. 1999, 40, 8995–8998. (10.1016/S0040-4039(99)01924-3)
Keim, W.; Vogt, M.; Wasserscheid, P.; Driessen-Hölscher, B. J. Mol. Catal. A: Chem. 1999, 139, 171–175. (10.1016/S1381-1169(98)00199-X)
Pozzi, G.; Montanari, F.; Quici, S. Chem. Commun. 1997, 69. (10.1039/a605963e)
Klement, I.; Lütjens, H.; Knochel, P. Angew. Chem., Int. Ed. Engl. 1997, 36, 1454–1456. (10.1002/anie.199714541)
Quici, S.; Cavazzini, M.; Ceragioli, S.; Montanari, F.; Pozzi, G. Tetrahedron Lett. 1999, 40, 3647–3650. (10.1016/S0040-4039(99)00524-9)
Pozzi, G.; Cavazzini, M.; Cinato, F.; Montanari, F.; Quici, S. Eur. J. Org. Chem. 1999, 1947–1955. (10.1002/(SICI)1099-0690(199908)1999:8<1947::AID-EJOC1947>3.0.CO;2-K)
Endres, A.; Maas, G. Tetrahedron Lett. 1999, 40, 6365–6368. (10.1016/S0040-4039(99)01332-5)
Vincent, J. M.; Rabion, A.; Yachandra, V. K.; Fish, R. H. Angew. Chem., Int. Ed. Engl. 1997, 36, 2346–2349. (10.1002/anie.199723461)
Pozzi, G.; Cavazzini, M.; Quici, S.; Fontana, S. Tetrahedron Lett. 1997, 38, 7605–7608. (10.1016/S0040-4039(97)01805-4)
Betzemeier, B.; Lhermitte, F.; Knochel, P. Tetrahedron Lett. 1998, 39, 6667–6670. (10.1016/S0040-4039(98)01355-0)
Betzemeier, B.; Knochel, P. Angew. Chem., Int. Ed. Engl. 1997, 36, 2623–2624. (10.1002/anie.199726231)
Kling, R.; Sinou, D.; Pozzi, G.; Choplin, A.; Quignard, F.; Busch, S.; Kainz, S.; Koch, D.; Leitner, W. Tetrahedron Lett. 1998, 39, 9439–9442. (10.1016/S0040-4039(98)02188-1)
Moineau, J.; Pozzi, G.; Quici, S.; Sinou, D. Tetrahedron Lett. 1999, 40, 7683–7686. (10.1016/S0040-4039(99)01590-7)
Kainz, S.; Brinkmann, A.; Leitner, W.; Pfaltz, A. J. Am. Chem. Soc. 1999, 121, 6421–6429. (10.1021/ja984309i)
Breysse, E.; Pinel, C.; Lemaire, M. Tetrahedron: Asymmetry 1998, 9, 897–900. (10.1016/S0957-4166(98)00067-6)
Typical experiment: The catalyst was prepared in a Schlenk tube by stirring [Ir(COD)Cl]2 (14 mg, 0.02 mmol) and the ligand (0.04 mmol) in D-100 (5 mL) at 70°C for 2 h. To this solution cooled to 0°C was added a solution of the substrate (0.4 mmol) and KOH (5.9 mg, 0.1 mmol) in i-PrOH (5 mL). The mixture was stirred at 70°C. The conversion and the enantioselectivity were determined by gas chromatography using a capillary Cyclodex-B chiral column.

Dates

Type	When
Created	23 years, 1 month ago (July 25, 2002, 6:21 a.m.)
Deposited	6 years, 4 months ago (April 28, 2019, 3:24 a.m.)
Indexed	1 year, 10 months ago (Oct. 10, 2023, 2:43 a.m.)
Issued	25 years, 2 months ago (July 1, 2000)
Published	25 years, 2 months ago (July 1, 2000)
Published Print	25 years, 2 months ago (July 1, 2000)

Funders 0

None

BibTeX

@article{Maillard_2000, title={Asymmetric hydrogen transfer reduction of ketones using chiral perfluorinated ligands}, volume={11}, ISSN={0957-4166}, url={http://dx.doi.org/10.1016/s0957-4166(00)00249-4}, DOI={10.1016/s0957-4166(00)00249-4}, number={14}, journal={Tetrahedron: Asymmetry}, publisher={Elsevier BV}, author={Maillard, David and Nguefack, Christelle and Pozzi, Gianluca and Quici, Silvio and Valadé, Barbara and Sinou, Denis}, year={2000}, month=jul, pages={2881–2884} }

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