Deracemization of anti-1,2-diols leading to trans-epoxides via oxazaborolidine-mediated enantiomer-differentiating ring-cleavage of acetal derivatives

被引:17
作者
Harada, T [1 ]
Nakamura, T [1 ]
Kinugasa, M [1 ]
Oku, A [1 ]
机构
[1] Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan
关键词
acetals; diols; asymmetric induction; asymmetric reactions; cleavage reactions;
D O I
10.1016/S0040-4039(98)02387-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioconvergent transformation of racemic anti-1,2-diols to enantiomerically enriched (71-96% ee) trans-epoxides is realized via chiral oxazaborolidine-mediated enantiomer-differentiating ring-cleavage reaction of the acetal derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:503 / 506
页数:4
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