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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, Email: tomiokapharm.kyoto-u.ac.jp

M. Iguchi, K. Tomioka, Org. Lett., 2002, 4, 4329-4331.

DOI: 10.1021/ol0269749 (free Supporting Information)


Abstract

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

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Key Words

Peterson Olefination


ID: J54-Y2002-750