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

6533b851fe1ef96bd12a8ddd

RESEARCH PRODUCT

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

Siegfried R. Waldvogel Carolin Edinger Jörn Kulisch

subject

Organic Chemistry Substituent oximes Electrochemistry Electrosynthesis Combinatorial chemistry Menthone menthylamines Full Research Paper Cathodic protection lcsh:QD241-441 chemistry.chemical_compound Chemistry electrosynthesis lcsh:Organic chemistry chemistry Organic chemistry lcsh:Q Stereoselectivity lcsh:Science cathodic reduction chiral amines

description

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.

year	journal	country	edition	language
2015-02-27	Beilstein journal of organic chemistry

10.3762/bjoc.11.34 https://pubmed.ncbi.nlm.nih.gov/25815083

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