Enantioselective Dreiding-Schmidt reactions: Asymmetric synthesis and analysis of alpha-methylene-gamma-butyrolactones

被引:27
作者
Csuk, R [1 ]
Schroder, C [1 ]
Hutter, S [1 ]
Mohr, K [1 ]
机构
[1] UNIV HEIDELBERG,PHARM CHEM INST,D-69120 HEIDELBERG,GERMANY
关键词
D O I
10.1016/S0957-4166(97)00166-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The zinc/silver-graphite mediated Dreiding-Schmidt reactions between aldehydes and the 2-bromomethyl-acrylate derived sultamamides (+)/(-)-28 or (+)/(-)-30 gave the corresponding substituted alpha-methylene-gamma-butyrolactones with ee's up to 90%. Enantiomerically pure compounds were obtained by semipreparative HPLC using a chiral stationary phase. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1411 / 1429
页数:19
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