Author:
Fodor G.,Bauerschmidt E.,Craig J. Cymerman
Abstract
Catalytic hydrogenation of optically active 2-pyridyl ethylcarbinol (1) formed the alkaloid conhydrine (2) stereospecifically. Application of the von Braun reaction gave conversion of (+)-conhydrine into R-(−)-3-octyl benzoate and of (−)-conhydrine into the S-(+)-antimer. Both the relative and absolute configuration of the two asymmetric centers in natural (+)-conhydrine have been determined by the combined use of optical rotatory dispersion (o.r.d.) and circular dichroism (c.d.). The results are in agreement with other physical and chemical evidence.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
19 articles.
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