The biocatalyzed stereoselective preparation of polycyclic cyanohydrins

被引：27
作者：
Silva, MMC
Melo, MLSE
Parolin, M
Tessaro, D
Riva, S
Danieli, B
机构：
[1] CNR, Ist Chim Riconoscimento Mol, I-20131 Milan, Italy
[2] Univ Coimbra, Fac Farm, Quim Farmaceut Lab, Ctr Estudos Farmaceut, P-3000295 Coimbra, Portugal
[3] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
来源：
TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 01期
关键词：
D O I：
10.1016/j.tetasy.2003.11.003
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The enzyme-mediated preparation of enantiomerically or diastereomerically enriched polycyclic cyanohydrins has been investigated. Oxynitrilase-catalyzed cyanurations gave excellent results with the bicyclic aldehydes tested. On the other hand, enantio- or diastereoselective acylation, catalyzed by lipase PS or subtilisin, proved to be a more versatile methodology, giving good results even with sterically hindered polycyclic cyanohydrins. Specifically, the steroidal cyanohydrin derivative 4b was isolated with a 89% de. (C) 2003 Elsevier Ltd. All rights reserved.
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页码：21 / 27
页数：9
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