An investigation of the observed, but counter-intuitive, stereoselectivity noted during chiral amine synthesis via N-chiral-ketimines

An investigation of the observed, but counter-intuitive, stereoselectivity noted during chiral amine synthesis via N-chiral-ketimines

The default explanation for good to high diastereomeric excess when reducing N-chiral imines possessing only mediocre cis/trans-imine ratios (>15% cis-imine) has invariably been in situ cis-to-trans isomerization before reduction; but until now no study unequivocally supported this conclusion. Th...

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Bibliographic Details
Main Authors: Thomas C. Nugent, Richard Vaughan Williams, Andrei Dragan, Alejandro Alvarado Méndez, Andrei V. Iosub
Format: Article
Language:English
Published: Beilstein-Institut 2013-10-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
chiral amines
cis/trans isomerization
imine isomerization
imine reduction
reductive amination
Online Access:https://doi.org/10.3762/bjoc.9.247

Internet

https://doi.org/10.3762/bjoc.9.247

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