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

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.

Detalles Bibliográficos
Autores principales: Edinger, Carolin, Kulisch, Jörn, Waldvogel, Siegfried R
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4362023/
https://www.ncbi.nlm.nih.gov/pubmed/25815083
http://dx.doi.org/10.3762/bjoc.11.34
Descripción
Sumario: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.