Mild Selective Deoxygenation of Amine Oxides by Tin-Tin Bonded Derivatives

Abstract
A new method of deoxygenation of amine oxides with tin reagents is proposed. It utilizes the reductive properties of the tin-tin bond in hexabutyldistannane or 1,2-dichlorotetrabutyldistannane. Oxides of tertiary amines are reduced into amines by hexabutyldistannane in high yields, whereas pyridine N-oxides react cleanly with 1,2-dichlorotetrabutyldistannane to give the corresponding pyridines. These reactions occur under mild conditions and are very selective.

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