Catalytic Enantioselective Hydroboration of Cyclopropenes

Marina Rubina, Michael Rubin, and Vladimir Gevorgyan*

*Chemistry Department, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, Email: vladuic.edu

M. Rubina, M. Rubin, V. Gevorgyan, J. Am. Chem. Soc., 2003, 125, 7198-7199.

DOI: 10.1021/ja034210y

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Abstract

Rhodium-catalyzed asymmetric hydroboration of 3,3-disubstituted cyclopropenes gave 2,2-disubstituted cyclopropyl boronates with high degrees of diastereo- and enantioselectivity. Suzuki cross-coupling reaction of selected cyclopropylboronic derivatives produced corresponding optically active aryl- and vinylcyclopropanes in good yields.

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Catalytic Enantioselective Hydrostannation of Cyclopropenes

M. Rubina, M. Rubin, V. Gevorgyan, J. Am. Chem. Soc., 2004, 126, 3688-3689.

Transition Metal-Catalyzed Hydro-, Sila-, and Stannastannation of Cyclopropenes: Stereo- and Regioselective Approach toward Multisubstituted Cyclopropyl Synthons

M. Rubina, M. Rubin, V. Gevorgyan, J. Am. Chem. Soc., 2002, 124, 11566-11567.

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Key Words

Hydroboration, Alkylboronates

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ID: J48-Y2003-490