☆ 4.4 Article

Pinacol Coupling of 2,2′-Biaryldiketone: An Application for the Synthesis of Enantiopure 3,4-Dihydrodibenzo[c,g]phenanthrene-3,4-diol Derivatives

SYNLETT (2010)

Journal

SYNLETT

Volume -, Issue 9, Pages 1359-1362

Publisher

GEORG THIEME VERLAG KG

DOI: 10.1055/s-0029-1219928

Keywords

biaryls; diastereoselective reactions; diols; optically active compounds; pinacol coupling

Categories

Chemistry, Organic

Funding

Ministry of Education, Science, Sports and Culture

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Abstract

Pinacol coupling of 2,2'-biaryldiketone gave trans-diol selectively. In the reaction of axially chiral diketones, enantiomerically pure diols were obtained. Various enantiopure 3,4-dihydrodibenzo[c,g]phenanthrene-3,4-diol could be synthesized by the pinacol coupling of optically active 2,2'-diacyl-1,1'-binaphthalene derived from (P)-1,1'-bi-2-naphthol [(S)-BINOL].

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