Direct Catalytic Asymmetric Synthesis of Cyclic Aminals from Aldehydes

Direct Catalytic Asymmetric Synthesis of Cyclic Aminals from Aldehydes

A highly enantioselective Brønsted acid catalyzed direct synthesis of cyclic aminals from aldehydes has been developed. The methodology has been applied to the first asymmetric synthesis of several antihypertensive aminal drugs including (R)-Thiabutazide.

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Veröffentlicht in:Journal of the American Chemical Society 2008-11, Vol.130 (47), p.15786-15787
Hauptverfasser: Cheng, Xu, Vellalath, Sreekumar, Goddard, Richard, List, Benjamin
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemistry
Amines - chemical synthesis
Amines - chemistry
Catalysis
Chromatography, High Pressure Liquid
Cyclization
Models, Molecular
Molecular Structure
ortho-Aminobenzoates - chemistry
Stereoisomerism
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Zusammenfassung:A highly enantioselective Brønsted acid catalyzed direct synthesis of cyclic aminals from aldehydes has been developed. The methodology has been applied to the first asymmetric synthesis of several antihypertensive aminal drugs including (R)-Thiabutazide.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja8071034