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Issue 30, 2016
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Copper-catalyzed regio- and enantioselective aminoboration of alkylidenecyclopropanes: the synthesis of cyclopropane-containing β-aminoalkylboranes

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Abstract

A Cu-catalyzed regio- and enantioselective aminoboration of alkylidenecyclopropanes (ACPs) with bis(pinacolato)-diboron (B2pin2) and hydroxylamines has been described in this paper, affording the corresponding cyclopropane-containing β-aminoalkylboranes in good yields under mild conditions. Moreover, a catalytic asymmetric variant of this transformation has also been realized by using a copper complex with a (S)-BINAP ligand along with further transformation of the product to give cyclopropane-containing 1,2-aminoalcohols.

Graphical abstract: Copper-catalyzed regio- and enantioselective aminoboration of alkylidenecyclopropanes: the synthesis of cyclopropane-containing β-aminoalkylboranes

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Article information


Submitted
23 Feb 2016
Accepted
14 Mar 2016
First published
16 Mar 2016

Chem. Commun., 2016,52, 5273-5276
Article type
Communication
Author version available

Copper-catalyzed regio- and enantioselective aminoboration of alkylidenecyclopropanes: the synthesis of cyclopropane-containing β-aminoalkylboranes

H. Jiang, X. Tang and M. Shi, Chem. Commun., 2016, 52, 5273
DOI: 10.1039/C6CC01631F

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