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Stereoselective cathodic synthesis of 8-substituted (1R,3R,4S)-menthylamines.

ABSTRACT: The electrochemical generation of menthylamines from the corresponding menthone oximes equipped with an additional substituent in position 8 is described. Due to 1,3-diaxial interactions a pronounced diastereoselectivity for the menthylamines is found.

SUBMITTER: Edinger C

PROVIDER: S-EPMC4362023 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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Stereoselective cathodic synthesis of 8-substituted (1R,3R,4S)-menthylamines.

Edinger Carolin C Kulisch Jörn J Waldvogel Siegfried R SR

Beilstein journal of organic chemistry 20150227

The electrochemical generation of menthylamines from the corresponding menthone oximes equipped with an additional substituent in position 8 is described. Due to 1,3-diaxial interactions a pronounced diastereoselectivity for the menthylamines is found. ...[more]

PMID: 25815083

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