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

DOI: 10.1248/cpb.48.571

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 571 - 574 (2000)

Update date:2022-08-23

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Authors:

Aoki, Kazumasa

Koga, Kenji

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Article abstract of DOI:10.1248/cpb.48.571

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.

Full text of DOI:10.1248/cpb.48.571

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