External Chiral Ligand-Mediated Enantioselective Peterson Reaction of α-Trimethylsilanylacetate with Substituted Cyclohexanones

Mayu Iguchi and Kiyoshi Tomioka*
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
Org. Lett., 2002, 4 (24), pp 4329–4331
DOI: 10.1021/ol0269749
Publication Date (Web): November 7, 2002
Copyright © 2002 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.

, tomioka@pharm.kyoto-u.ac.jp

Abstract

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The asymmetric Peterson reaction of an α-trimethylsilanylacetate with 4-substituted and 3,5-disubstituted cyclohexanones was mediated by an external chiral tridentate ligand to give the corresponding olefins with an axial chirality in high yields and enantioselectivities of up to 85%.

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History

  • Published In Issue November 28, 2002
  • Received September 26, 2002

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