PREPARATION OF ALPHA,ALPHA-DIFLUORO-BETA-HYDROXY ESTERS VIA A MODIFIED REFORMATSKY REACTION

被引:36
作者
CURRAN, TT
机构
[1] Marion Merrell Dow Research Institute, Cincinnati, Ohio 45215
关键词
D O I
10.1021/jo00075a033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A modified Reformatsky reaction has been developed which allows for the reproducible preparation of alpha,alpha-difluoro-beta-hydroxy- and gamma-amino-alpha,alpha-difluoro-beta-hydroxy esters in good yield from the corresponding aldehyde, ketone, or alpha-N-carbamoyl aldehyde.
引用
收藏
页码:6360 / 6363
页数:4
相关论文
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