Baker's yeast mediated enantioselective synthesis of the bisabolene sesquiterpenes (+)-epijuvabione and (-)-juvabione

被引：22
|
作者：
Fuganti, C [1 ]
Serra, S [1 ]
机构：
[1] CNR, Ctr Studio Sostanze Organ Nat, Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 01期
关键词：
D O I：
10.1039/a905977f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Fermenting baker's yeast converts the unsaturated aldehydes 7 and 11 into the saturated alcohols 8 and 12, respectively. The microbial saturation of the double bond proceeds in high chemical yields and the stereoselectivity of the reduction is strongly influenced by the E:Z ratio of the substrate. Enantiopure 8 and 12 are chiral building blocks for the synthesis of bisabolene sesquiterpenes and their usefulness is shown in the preparation of (+)-epijuvabione 1 and (-)-juvabione 3.
引用
收藏
页码：97 / 101
页数：5
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