Face-selective addition to a cation-π complex of a pyridinium salt:: Synthesis of chiral 1,4-dihydropyridines

被引:123
作者
Yamada, S [1 ]
Morita, C [1 ]
机构
[1] Ochanomizu Univ, Fac Sci, Dept Chem, Bunkyo Ku, Tokyo 1128610, Japan
关键词
D O I
10.1021/ja0203317
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Selective shielding of one side of the pyridinium face by way of intramolecular cation-π complex formation enabled nucleophiles to attack only from the non-shielded side, and consequently, chiral 1,4-dihydropyridines were produced stereoselectively with up to 99% de. The structure of the cation-π complex was elucidated by 1H NMR studies and X-ray analysis. Copyright © 2002 American Chemical Society.
引用
收藏
页码:8184 / 8185
页数:2
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