A dynamic kinetic esolution of allyl alcohols by the combined use of lipases and [VO(OSiPh3)3]

被引:111
作者
Akai, S
Tanimoto, K
Kanao, Y
Egi, M
Yanamoto, T
Kita, Y
机构
[1] Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
[2] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
allyl alcohols; asymmetric synthesis; dynamic kinetic resolution; lipases; vanadium;
D O I
10.1002/anie.200503765
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Mix and match: A new type of dynamic kinetic resolution of racemic allyl alcohols uses a combination of lipases and [VO(OSiPh3)3] (1). The 1,3-transposition of allyl alcohols catalyzed by 1 gave thermodynamic mixtures of two regioisomers, which underwent highly enantio-and chemoselective esterification with lipases. Optically enriched allyl acetates were isolated in high yields. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2592 / 2595
页数:4
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