Chiral synthesis of secondary alcohols using Geotrichum candidum
Chiral synthesis of secondary alcohols of both the (S)‐ and (R)‐enantiomer with extremely high enantioselectivities (up to >99% ee) using a biocatalyst, Geotrichum candidum, is reviewed. Resting cell and dried‐cell preparation using acetone were applied to oxidation, reduction, and deracemization...
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Published in | Chirality (New York, N.Y.) Vol. 14; no. 9; pp. 703 - 708 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
New York
Wiley Subscription Services, Inc., A Wiley Company
2002
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Subjects | |
Online Access | Get full text |
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Summary: | Chiral synthesis of secondary alcohols of both the (S)‐ and (R)‐enantiomer with extremely high enantioselectivities (up to >99% ee) using a biocatalyst, Geotrichum candidum, is reviewed. Resting cell and dried‐cell preparation using acetone were applied to oxidation, reduction, and deracemization reactions. Many methods to improve the reactivity and enantioselectivity of the reactions were developed. For example, additives such as secondary alcohols and hydrophobic resin (Amberlite™ XAD) were used in nonaqueous reaction media such as organic and supercritical solvents as well as in aqueous ones. As a result, optically pure alcohols of both enantiomers were synthesized on a gram scale. Chirality 14:703–708, 2002. © 2002 Wiley‐Liss, Inc. |
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Bibliography: | Nagase Science and Technology Foundation ark:/67375/WNG-1PF1QVB2-Q Ministry of Education, Science, Sports and Culture of Japan - No. 12740400; No. 11640602 Taisho Pharmaceutical Co. Award in Synthetic Organic Chemistry, Japan Sasakawa Scientific Research Grant from the Japan Science Society ArticleID:CHIR10129 istex:35FA36BD4FBEE31256C2C4370C107C96E61ABE76 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0899-0042 1520-636X |
DOI: | 10.1002/chir.10129 |