Highly Efficient Alkylation to Ketones and Aldimines with Grignard Reagents Catalyzed by Zinc(II) Chloride

Manabu Hatano, Shinji Suzuki, and Kazuaki Ishihara*
Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan
J. Am. Chem. Soc., 2006, 128 (31), pp 9998–9999
DOI: 10.1021/ja0628405
Publication Date (Web): July 14, 2006
Copyright © 2006 American Chemical Society
*

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

, ishihara@cc.nagoya-u.ac.jp

Abstract

Abstract Image

A highly efficient alkylation to ketones and aldimines with Grignard reagents in the presence of catalytic trialkylzinc(II) ate complexes derived from ZnCl2 (10 mol %) in situ was developed. This simple Zn(II)-catalyzed alkylation could minimize the well-known but serious problems with the use of only Grignard reagents, which leads to reduction and aldol side products, and the yield of desired alkylation products could be improved.

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History

  • Published In Issue August 09, 2006
  • Received April 24, 2006

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