Tetrahedron Letters p. 7185 - 7188 (1992)
Update date:2022-08-29
Topics:
Uozumi, Yasuhiro
Lee, Sang-Yong
Hayashi, Tamio
Hydrosilylation of norbornene with trichlorosilane in the presence of palladium catalyst (0.01-0.1 mol percent) coordinated with (R)-MOP ligand gave a quantitative yield of exo-2-trichlorosilylnorbornane, which was oxidized with hydrogen peroxide to give (1S,2S,4R)-exo-2-norbornanol in 96percent 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 94percent ee, 92percent ee, and 95percent ee, respectively.
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