Tetrahedron letters

Intramolecular hydrosilation of acetylenes: Regioselective functionalization of homopropargyl alcohols

K Tamao, K Maeda, T Tanaka, Y Ito

Index: Tamao, Kohei; Maeda, Kimio; Tanaka, Tetsu; Ito, Yoshihiko Tetrahedron Letters, 1988 , vol. 29, # 52 p. 6955 - 6956

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Citation Number: 71

Abstract

Abstract Platinum-catalyzed intramolecular hydrosilation of hydrodimethylsilyl ethers of homopropargyl alcohols proceeds regioselectively in a 5-exo-dig mode. The resulting vinylsilanes can be transformed into 3-alkanon-1-ol and 3-bromo-3-alken-1-ol derivatives by H 2 O 2 oxidation and bromine cleavage, respectively.