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
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
收藏
页码:1831 / 1834
页数:4
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