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Gold(I)-Catalyzed Enantioselective Carboalkoxylation of Alkynes

Weiwei Zi and F. Dean Toste*

*Department of Chemistry, University of California, Berkeley, California 94720, United States, Email: fdtosteberkeley.edu

W. Zi, F. D. Toste, J. Am. Chem. Soc., 2013, 135, 12600-12601.

DOI: 10.1021/ja407150h


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Abstract

A highly enantioselective carboalkoxylation of alkynes catalyzed by cationic (DTBM-MeO-Biphep)gold(I) complexes enables the synthesis of various optically active β-alkoxyindanone and 3-methoxycyclopentenones derivatives in good yields with high enantioselectivities. The reaction proceeds through an enantioselective cyclization of intermediates containing vinylgold(I) and prochiral oxocarbenium moieties.

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Key Words

indanones


ID: J48-Y2013