Thiol-oxygen cooxidation of monoterpenes. Synthesis of endoperoxides structurally related to antimalarial yingzhaosu A

Mario D. Bachi, Edward E. Korshin

Research output: Contribution to journalArticlepeer-review

42 Scopus citations

Abstract

The first application of thiol-oxygen cooxidation of 1,5-dienes for the preparation of 6-membered ring endoperoxides is described. Treatment of S-(-)-limonene and related monoterpenes with PhSH, dioxygen and a radical initiator, followed by selective reduction of intermediate hydroperoxide-endoperoxides afforded 4,8-dimethyl-4-phenylthiomethyl-2,3-dioxabicyclo[3.3.1]nonan-8-ols.

Original languageEnglish
Pages (from-to)122-124
Number of pages3
JournalSynlett
Issue number2
DOIs
StatePublished - Feb 1998
Externally publishedYes

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