Atropisomeric amides:: stereoselective enolate chemistry and enantioselective synthesis via a new SmI2-mediated reduction

被引:105
作者
Hughes, AD [1 ]
Price, DA [1 ]
Simpkins, NS [1 ]
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 10期
关键词
D O I
10.1039/a901154d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The use of certain types of atropisomeric amides, incorporating an N-MEM-ortho-tert-butylaniline group, for stereoselective reactions, has been explored. Enolate reactions of these systems are highly diastereocontrolled, and enantiomerically enriched starting materials can be obtained, starting from lactic acid, via a new SmI2 mediated reduction process.
引用
收藏
页码:1295 / 1304
页数:10
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