Gold-Catalyzed Friedel-Crafts Allylic Alkylation
of Indoles with Alcohols

M. Bandini; A. Eichholzer

doi:10.1055/s-0029-1219320

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Synfacts 2010(3): 0314-0314
DOI: 10.1055/s-0029-1219320

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Gold-Catalyzed Friedel-Crafts Allylic Alkylation of Indoles with Alcohols

Contributor(s): Hisashi Yamamoto, Pingfan Li
M. Bandini*, A. Eichholzer
Universita di Bologna, Italy

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Publication History

Publication Date:
18 February 2010 (online)

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Significance

This paper describes a direct chiral bimetallic gold(I)-phosphine complex catalyzed Friedel-Crafts allylic alkylation of indoles with alcohols to give functionalized tetrahydrocarbazoles with good yield and enantioselectivities. A very interesting two-point coordination mode of activation of the allylic alcohol moiety is proposed to account for the success of this reaction.