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Communication | Special issue | Vol 30, No. 1, 1990, pp.307-310
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S46
Enantioselective Deprotonation of the Meso-Forms of 2,6- and 3,5-Dimethylcyclohexanones

Hee-doo Kim, Ryuichi Shirai, Hisashi Kawasaki, Makoto Nakajima, and Kenji Koga*

*Faculty of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan


Kinetic deprotonation of meso-dimethylcyclohexanones (1a-c) by chiral lithium amides (2a-c) in the presence of excess trimethylsilyl chloride afforded the corresponding silyl enol ethers (3a-b) in good yields and in reasonably high enantiomeric excesses.