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■ Total Synthesis of (+)-Komaroviquinone

George Majetich,* Jianhua Yu, and Yang Li

*Department of Chemistry, The University of Georgia, Athens, Georgia 30602, U.S.A.

Abstract

(+)-Komaroviquinone (1) was synthesized from enone 8 in twelve steps. Three novel routes were developed to produce key intermediate dienone 11. Two additional noteworthy steps are a regiospecific bromohydrin formation to oxidize C(7) and a second regio- and stereospecific bromohydrin formation to introduce the β-C(10) alcohol.