Organic Letters 2002-11-28

External chiral ligand-mediated enantioselective Peterson reaction of alpha-trimethylsilanylacetate with substituted cyclohexanones.

Mayu Iguchi, Kiyoshi Tomioka

Index: Org. Lett. 4 , 4329, (2002)

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Abstract

[reaction: see text] The asymmetric Peterson reaction of an alpha-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%.