ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A Stereospecific, Light- and Acid Catalyzed Allylic Rearrangement; Syntsesis of PaliclavineThe synthesis of paliclavine, a recently isolated metabolite of strain of Claviceps paspali STEVENS et HALL, was achieved by an acid- and photo-sensitized stereoselective allylic rearrangement of chanoclavine-I and isochanoclavine-I. In a second approach N-methyl-chanoclavine-I was converted to N-methyl-paliclavine by the same method, subsequent N-demethylation led to paliclavine. The chemical prerequisites and the mechanism of the reaction are discussed.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19750580828