trans-2-Cyanocycloalkanols: Versatile Synthons for Alicycliccis- andtrans-1,3-Amino Alcohols

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.

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