Abstract

Enantioselective deprotonation of 4-substituted cyclohexanones ( 1a∼d ) by chiral bidentate lithium amides ( (R)- 2a∼j ) having an alkyl- or a fluoroalkyl substituent at the amide nitrogen was examined. (R)- 2i having a 2,2,2-trifluoroethyl group at the amide nitrogen was found to be an excellent chiral base for the present deprotonation reaction. Structures of (R)- 2i in solution and solid state are discussed.

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