Tetrahedron letters

Total synthesis of michellamines AC: important anti-HIV agents

TR Hoye, M Chen, L Mi, OP Priest

Index: Hoye, Thomas R.; Chen, Minzhang; Mi, Liang; Priest, Owen P. Tetrahedron Letters, 1994 , vol. 35, # 47 p. 8747 - 8750

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Citation Number: 67

Abstract

Abstract Michellamines AC have been prepared by total synthesis in 7 and 16 linear steps from known and commercial materials, respectively. Key steps include i) palladium (0)- mediated biaryl coupling, ii) silver oxide promoted oxidative 1-naphthol coupling to an atropisomeric mixture of cross-ring quinones (indigoids), and iii) simultaneous per- debenzylation/reductive bleaching to the central 2, 2′-binaphthol.

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