Kinetic resolution of propargylamines viaa highly enantioselective non-enzymatic N-acylation process

The non-enzymatic kinetic resolution of diversely substituted primary propargylic amines is reported featuring a highly selective acetyl transfer using (1S,2S)-1 in conjunction with Aliquat super(TM) 336, affording the corresponding enantio-enriched N-acetylated propargylic amines with unprecedented...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2012-10, Vol.48 (85), p.10511-10513
Main Authors: Kolleth, Amandine, Christoph, Sarah, Arseniyadis, Stellios, Cossy, Janine
Format: Article
Language:English
Subjects:
Amines
Conversion
Selectivity
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Summary:The non-enzymatic kinetic resolution of diversely substituted primary propargylic amines is reported featuring a highly selective acetyl transfer using (1S,2S)-1 in conjunction with Aliquat super(TM) 336, affording the corresponding enantio-enriched N-acetylated propargylic amines with unprecedented levels of selectivity (s-factors of up to 193 at 50% conversion).
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc35719d