Author:
Betts E. E.,MacLean David B.
Abstract
Annotinine lactam C16H19O4N has been converted by the action of dilute sulphuric acid to the lactamdiol, C16H21O5N. Oxidation studies on the lactamdiol have confirmed the presence of the epoxide ring in the alkaloid and have established the six-membered character of the lactam ring. The allylamine structure of unsaturated lactone A, C16H21O2N, has been confirmed and a number of intermediate oxidation products of this compound have been isolated and characterized. Raney nickel reduction of annotinine yielded hydroxy annotinine, C16H23O3N, and saturated lactone A, C16H23O2N. Catalytic reduction of annotinine lactam over Adams′ catalyst in acidic medium converted it partially to annotinine.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
11 articles.
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