Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines

Larry E. Overman, Takaaki Sato

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

(Chemical Equation Presented) Functionalization of the angular methine carbon of hydroxyproline-derived dioxopiperazines by a radical-promoted C-H bond oxidation, which is directed by a proximal (bromomethyl)silyl group, is described. This regioselective oxidation is the key step in a new synthesis of epidithiodioxopiperazines.

Original languageEnglish
Pages (from-to)5267-5270
Number of pages4
JournalOrganic Letters
Volume9
Issue number25
DOIs
Publication statusPublished - 2007 Dec 6
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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