A versatile approach to N-Boc-statine and N-Boc-norstatine based on the reduction of 1-trialkylsilyl acetylenic ketones.: Strong remote effect of the C(1) substituent on the stereoselectivity

被引：24

作者：

Alemany, C ^{[1
]}

Bach, J ^{[1
]}

Farràs, J ^{[1
]}

Garcia, J ^{[1
]}

机构：

[1] Univ Barcelona, Dept Quim Organ, Barcelona 08028, Spain

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 11期

关键词：

D O I：

10.1021/ol991098t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] An efficient, unified approach to chiral, protected beta-hydroxy gamma-amino and alpha-hydroxy beta-amino acids derived from Boc-L-leucine has been accomplished on the basis of the oxazaborolidine-controlled, stereoselective reduction of 1-trialkylsilyl acetylenic ketones; stereoselectivity in the reduction step has shown strong dependence upon C(1) substitution.

引用

页码：1831 / 1834

页数：4

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