Chemoselective Reduction of Saturated Aldehydes and Ketones over Unsaturated Carbonyls with Bowl-shaped Tris(2,6-diphenylbenzyl)tin Hydride

Kouji Sasaki; Naoki Komatsu; Seiji Shirakawa; Keiji Maruoka

doi:10.1055/s-2002-22723

LETTER

Chemoselective Reduction of Saturated Aldehydes and Ketones over Unsaturated Carbonyls with Bowl-shaped Tris(2,6-diphenylbenzyl)tin Hydride

Kouji Sasaki, Naoki Komatsu, Seiji Shirakawa, Keiji Maruoka*
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
Fax: +81(75)7534041; e-Mail: maruoka@kuchem.kyoto-u.ac.jp;

Abstract

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Abstract

A high chemoselective reduction of saturated aldehydes and ketones in the presence of unsaturated carbonyls (aromatic and α,β-unsaturated carbonyls) has been realized by using the structurally unique, bowl-shaped tris(2,6-diphenylbenzyl)tin hydride (TDTH) under the influence of Me₂AlCl or BF₃·OEt₂ as Lewis acids.

Key words

chemoselective reduction - aldehyde - ketone - tin - Lewis acid

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References

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