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Communication

Asymmetric Alkynylation of Aldehydes Catalyzed by an In(III)/BINOL Complex

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Ryo Takita, Kenichiro Yakura, Takashi Ohshima,^† and Masakatsu Shibasaki*

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

J. Am. Chem. Soc., 2005, 127 (40), pp 13760–13761

DOI: 10.1021/ja053946n

Publication Date (Web): September 20, 2005

†

Current Address: Department of Chemistry, Graduate School of Engineering Science, Osaka University.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, mshibasa@mol.f.u-tokyo.ac.jp

Abstract

Asymmetric alkynylation of both aromatic and aliphatic aldehydes using catalytic amounts of In(III)/BINOL is described. Dual activation of both substrates due to the “bifunctional character” of the indium(III) catalyst enables a broad range of substrate generality with high enantioselectivity (83 to >99% ee).

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Published In Issue October 12, 2005
Received June 15, 2005

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Communication

Asymmetric Alkynylation of Aldehydes Catalyzed by an In(III)/BINOL Complex

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

A New Entry in Catalytic Alkynylation of Aldehydes and Ketones: Dual Activation of Soft Nucleophiles and Hard Electrophiles by an Indium(III) Catalyst

Enantiospecific Total Syntheses of Kapakahines B and F

Organocatalytic Enantioselective Friedel−Crafts Alkylation of 4,7-Dihydroindoles with α,β-Unsaturated Aldehydes: An Easy Access to 2-Substituted Indoles

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