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Issue 9, 2014
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Copper(i)-catalyzed enantioselective hydroboration of cyclopropenes: facile synthesis of optically active cyclopropylboronates

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Abstract

Copper(I)-catalyzed enantioselective hydroboration of 3-aryl substituted cyclopropene-3-carboxylate is described, providing chiral cyclopropylboronates with excellent enantioselectivities (89–95% ee) in moderate to high yields (55–86%). The non-directing effect of the ester group was observed, and the reaction proceeded with solely trans-selectivity. The chiral boronates could be conveniently converted into chiral 1,2-diaryl substituted cyclopropane derivatives.

Graphical abstract: Copper(i)-catalyzed enantioselective hydroboration of cyclopropenes: facile synthesis of optically active cyclopropylboronates

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Supplementary files

Article information


Submitted
28 May 2014
Accepted
05 Sep 2014
First published
10 Sep 2014

Org. Chem. Front., 2014,1, 1116-1122
Article type
Research Article

Copper(I)-catalyzed enantioselective hydroboration of cyclopropenes: facile synthesis of optically active cyclopropylboronates

B. Tian, Q. Liu, X. Tong, P. Tian and G. Lin, Org. Chem. Front., 2014, 1, 1116
DOI: 10.1039/C4QO00157E

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