Chemistry of organosilicon compounds. 240. Pentacoordinate allylsilicates: characterization and highly stereoselective reaction with aldehydes

M Kira, K Sato, H Sakurai

Index: Kira,M.; Sato,K.; Sakurai,H. Journal of the American Chemical Society, 1988 , vol. 110, p. 4599

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Citation Number: 115

Abstract

Abstract: Lithium and bis (triphenylphosphorany1idene) ammonium salts of bis (1, 2- benzenediolato) allylsilicates, which were prepared via the reactions of allyl-, prenyl-, and (E)-and (2)-crotyltrichlorosilanes with dilithium catecholate, were found to react with aromatic aldehydes chemoselectively to give the corresponding homoallyl alcohols in a regiospecific and highly diastereoselective manner in high yields. The unique reaction modes including ...