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Synfacts 2010(12): 1395-1395
DOI: 10.1055/s-0030-1258894
DOI: 10.1055/s-0030-1258894
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Atropselective Biaryl Coupling in the Synthesis of (+)-Korupensamine B
S. Huang, T. B. Petersen, B. H. Lipshutz*
University of California, Santa Barbara, USA
Further Information
Publication History
Publication Date:
22 November 2010 (online)
Significance
The authors report the synthesis of (+)-korupensamine B (4) through an atropselective biaryl coupling. Compound 4 is a component of the natural product michellamine B, a potent anti-HIV-1 and -2 agent. The selectivity in the noteworthy cross-coupling step is proposed to arise from a π-stacking interaction.