ASYMMETRIC FUNCTIONALIZATION OF BICYCLOALKENES BY CATALYTIC ENANTIOPOSITION-SELECTIVE HYDROSILYLATION

被引:91
作者
UOZUMI, Y
LEE, SY
HAYASHI, T
机构
[1] HOKKAIDO UNIV,CATALYSIS RES CTR,SAPPORO,HOKKAIDO 060,JAPAN
[2] HOKKAIDO UNIV,GRAD SCH PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
关键词
D O I
10.1016/S0040-4039(00)60868-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydrosilylation of norbornene with trichlorosilane in the presence of palladium catalyst (0.01-0.1 mol %) coordinated with (R)-MOP ligand gave a quantitative yield of exo-2-trichlorositylnorbornane, which was oxidized with hydrogen peroxide to give (1S,2S,4R)-exo-2-norbornanol in 96% ee. The similar hydrosilylation and oxidation of endo-5,6-dicarbomethoxy-2-norbornene, bicyclo[2.2.2]octene, and norbornadiene gave the corresponding bicyclic alcohols of 94% ee, 92% ee, and 95% ee, respectivery.
引用
收藏
页码:7185 / 7188
页数:4
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