Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines

Larry E. Overman, Takaaki Satou

Research output: Contribution to journalArticle

41 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

Fingerprint

Hydroxyproline
Carbon
Oxidation
oxidation
carbon
synthesis
epidithiodioxopiperazine

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines. / Overman, Larry E.; Satou, Takaaki.

In: Organic Letters, Vol. 9, No. 25, 06.12.2007, p. 5267-5270.

Research output: Contribution to journalArticle

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