Non-enzymatic acylative kinetic resolution of primary allylic amines

A non-enzymatic acetyl transfer-based kinetic resolution of primary allylic amines is reported. The process involves the use of (1S,2S)- in conjunction with a supported ammonium salt and affords the corresponding enantio-enriched N-acetylated allylic amines with unprecedented levels of selectivity (...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2013-10, Vol.49 (81), p.9338-9340
Main Authors: Kolleth, Amandine, Cattoen, Martin, Arseniyadis, Stellios, Cossy, Janine
Format: Article
Language:English
Subjects:
Amines - chemistry
Kinetics
Solvents - chemistry
Stereoisomerism
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Summary:A non-enzymatic acetyl transfer-based kinetic resolution of primary allylic amines is reported. The process involves the use of (1S,2S)- in conjunction with a supported ammonium salt and affords the corresponding enantio-enriched N-acetylated allylic amines with unprecedented levels of selectivity (s-factors up to 34).
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc45453c