Asymmetric Diels-Alder reactions of 2-fluoroacrylic acid derivatives. Part 2: A remarkable effect of fluorine substituent on the diastereoselectivity

被引:35
作者
Ito, H [1 ]
Saito, A [1 ]
Taguchi, T [1 ]
机构
[1] Tokyo Univ Pharm & Life Sci, Tokyo 1920392, Japan
关键词
D O I
10.1016/S0957-4166(98)00196-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An efficient construction of a chiral monofluorinated tertiary carbon was achieved by a highly exo- and diastereofacial selective Diels-Alder reaction of a 2-fluoroacrylic acid derivative derived from 8-phenylmenthol, and cyclopentadiene. The substituent effect of the fluorine on the selectivities is remarkable as compared with the other substituents at the alpha-position of the acrylate. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1989 / 1994
页数:6
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