Tetrahedron letters

Electrochemical oxidation of α-alkoxystannanes

J Yoshida, Y Ishichi, K Nishiwaki, S Shiozawa, S Isoe

Index: Yoshida, Jun-Ichi; Ishichi, Yuji; Nishiwaki, Keiji; Shiozawa, Satoshi; Isoe, Sachichiko Tetrahedron Letters, 1992 , vol. 33, # 18 p. 2599 - 2602

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Citation Number: 32

Abstract

Abstract The introduction of tin on the carbon adjacent to the oxygen of aliphatic ethers results in significant decrease in the oxidation potentials. The effect of tin is much larger than that observed for silicon. Preparative electrochemical oxidation of α-alkoxystannanes results in selective cleavage of the carbon-tin-bond and introduction of a nucleophile such as an alcohol onto the carbon.

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