trans-2-Cyanocycloalkanols: Versatile synthons for alicyclic cis- and trans-1,3-amino alcohols

F. Fulop, I. Huber, G. Bernath, H. Honig, P. Seufer-Wasserthal

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42 Citations (Scopus)

Abstract

From trans-2-hydroxycyclopentanecarbonitrile (1) and trans-2-hydroxycyclohexanecarbonitrile (2), a number of trans-2-aminomethylcycloalkanols are prepared by reductive alkylation. Inversion of trans-N-acylaminocycloalkanols by treatment with thionyl chloride and subsequent hydrolysis gives the cis counterparts. The enantiomerically pure trans-2-aminomethylcyclohexanols 13 and 14 are also prepared.

Original languageEnglish
Pages (from-to)43-46
Number of pages4
JournalSynthesis
Issue number1
Publication statusPublished - Jan 1 1991

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ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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