DIVERGENT STEREOSELECTIVITY IN THE REDUCTION OF ALPHA,BETA-EPOXY KETONES USING HYDRIDOSILICATES

被引:32
作者
HOJO, M [1 ]
FUJII, A [1 ]
MURAKAMI, C [1 ]
AIHARA, H [1 ]
HOSOMI, A [1 ]
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1016/0040-4039(94)02255-A
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha,beta-Epoxy ketones are reduced by trimethoxysilane in the presence of a catalytic amount of lithium methoxide to yield the corresponding alcohols. This reaction system reveals divergent selectivity depending on the solvent; both anti-selectivity and syn-selectivity are observed in less polar Et(2)O and in polar HMPA, respectively.
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页码:571 / 574
页数:4
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