Author:
ApSimon J. W.,Edwards O. E.
Abstract
Irradiation of azides of diterpenoid acids with 1α- and 1β-carboxyl groups gave the corresponding isocyanates and ca. 25% yields of lactams. The azide of hexanoic acid under comparable conditions gave 8% of hexanamide. The reaction has been used to convert podocarpic acid to the enantiomer of the phenol III derived from atisine. This completes the structure proof of the atisine family of alkaloids, the Garrya alkaloids, and related diterpenes, and proves the absolute stereochemistry of these substances.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
110 articles.
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