Highly stereoselective synthesis of anti-N-protected-α-amino epoxides

被引:44
作者
Hoffman, RV [1 ]
Weiner, WS [1 ]
Maslouh, N [1 ]
机构
[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA
关键词
D O I
10.1021/jo010319h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient method for the synthesis of anti-N-protected amino epoxides from carbamate-protected amino acids is described. The two key steps are the monobromination of a beta -ketoester and chelation-controlled reduction of a bromomethyl ketone intermediate. Good overall yields, high diastereoselectivity, and excellent functional group compatibility are characteristic.
引用
收藏
页码:5790 / 5795
页数:6
相关论文
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