Accession Number:

AD0726241

Title:

Sporidesmins. Part XI. The Reaction of Triphenylphosphine with Epipolythiodioxopiperazines,

Descriptive Note:

Corporate Author:

NATIONAL RESEARCH COUNCIL OF CANADA HALIFAX (NOVA SCOTIA) ATLANTIC REGIONAL LAB

Personal Author(s):

Report Date:

1970-07-30

Pagination or Media Count:

5.0

Abstract:

Dehydrogliotoxin and sporidesmin react with triphenylphosphine to give an epithiodioxopiperazine and triphenylphosphine sulphide. The reaction involves epimerization of the asymmetric centres of the dioxopiperazine ring. The epithiodioxopiperazines form sulphoxides when treated with peracids and these compounds are racemic. Evidence is presented, which suggests, that the reaction of sporidesmin E with triphenylphosphine occurs primarily at the sulphur-bound sulphur atom and that one conformation of this trisulphide reacts preferentially to the other. Author

Subject Categories:

  • Biochemistry
  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE