Stereoselective reactions. XXXII. Enantioselective deprotonation of 4- tert-butylcyclohexanone by fluorine-containing chiral lithium amides derived from 1-phenylethylamine and 1-(1-naphthyl)ethylamine

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Abstract

Enantioselective deprotonation of 4-tert-butylcyclohexanone was examined using 1-phenylethylamine- and 1-(1-naphthyl)ethylamine-derived chiral lithium amides having an alkyl or a fluoroalkyl substituent at the amide nitrogen. The lithium amides having a 2,2,2-trifluoroethyl group on the amide nitrogen are easily accessible in both enantiomeric forms, and were found to induce good enantioselectivity in the present reaction.

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Aoki, K., & Koga, K. (2000). Stereoselective reactions. XXXII. Enantioselective deprotonation of 4- tert-butylcyclohexanone by fluorine-containing chiral lithium amides derived from 1-phenylethylamine and 1-(1-naphthyl)ethylamine. Chemical and Pharmaceutical Bulletin, 48(4), 571–574. https://doi.org/10.1248/cpb.48.571

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