Highly stereoselective syntheses of syn- and anti-1,2-amino alcohols

被引：120

作者：

Hoffman, RV ^{[1
]}

Maslouh, N ^{[1
]}

Cervantes-Lee, F ^{[1
]}

机构：

[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 04期

关键词：

D O I：

10.1021/jo010270f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reduction of N-protected amino ketones can be carried stereoselectively to produce either the syn- or anti-amino alcohol diastereomer. Carbamate-protected amino ketones can be reduced predictably and selectively to anti-amino alcohols with LiAlH(O-t-BU)(3) in ethanol at -78 degreesC. N-Trityl-protected amino ketones can be reduced selectively to syn-amino alcohols with LiAlH(O-t-Bu)(3) in THF at -5 degreesC.

引用

页码：1045 / 1056

页数：12

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