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Direct Asymmetric Iodination of Aldehydes Using an Axially Chiral Bifunctional Amino Alcohol Catalyst

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Taichi Kano, Mitsuhiro Ueda, and Keiji Maruoka*

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan

J. Am. Chem. Soc., 2008, 130 (12), pp 3728–3729

DOI: 10.1021/ja074003o

Publication Date (Web): March 6, 2008

Abstract

A direct asymmetric iodination reaction of aldehydes with NIS was found to be catalyzed by the novel axially chiral bifunctional amino alcohol (S)-1d. This method represents the rare example of the catalytic and highly enantioselective synthesis of optically active α-iodoaldehydes.

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This article has been cited by 2 ACS Journal articles (2 most recent appear below).

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Stereoselective Synthesis of Chiral 4-(1-Chloroalkyl)-β-Lactams Starting from Amino Acids and Their Transformation into Functionalized Chiral Azetidines and Pyrrolidines
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