FACIAL DIASTEREOSELECTIVITY IN THE PATERNO-BUCHI REACTION OF CHIRAL SILYL ENOL ETHERS

被引:26
作者
Bach, T [1 ]
Jodicke, K [1 ]
Kather, K [1 ]
Hecht, J [1 ]
机构
[1] UNIV MUNSTER, INST ORGAN CHEM, D-48149 MUNSTER, GERMANY
关键词
ASYMMETRIC SYNTHESES; CYCLOADDITIONS; OXETANES; PATERNO-BUCHI REACTIONS; PHOTOCHEMISTRY;
D O I
10.1002/anie.199522711
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A single element of chirality determines the configuration of the three newly formed stereogenic centers in the title reaction [Eq. (a)]. In particular, large (R = SiMe2Ph,tBu) and polar (R = OMe) substituents induce good diastereoselectivities. Simple ring‐opening reactions facilitate a stereoselective approach to acyclic products. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:2271 / 2273
页数:3
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