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Issue 1, 2015
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Asymmetric boron conjugate addition to α,β-unsaturated carbonyl compounds catalyzed by CuOTf/Josiphos under non-alkaline conditions

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Abstract

The asymmetric boron conjugate addition onto α,β-unsaturated ketones and esters has been developed by using the CuOTf/Josiphos complex as the catalyst under non-alkaline conditions. It was found that the addition of MeOH into the reaction system is crucial to the catalytic reactivity. Good to excellent enantioselectivity (up to 96% ee) and yields (up to 98%) have been achieved for 15 examples.

Graphical abstract: Asymmetric boron conjugate addition to α,β-unsaturated carbonyl compounds catalyzed by CuOTf/Josiphos under non-alkaline conditions

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Article information


Submitted
21 Oct 2014
Accepted
01 Dec 2014
First published
01 Dec 2014

Org. Chem. Front., 2015,2, 42-46
Article type
Research Article
Author version available

Asymmetric boron conjugate addition to α,β-unsaturated carbonyl compounds catalyzed by CuOTf/Josiphos under non-alkaline conditions

J. Xie, S. Lin, J. Luo, J. Wu, T. R. Winn and G. Li, Org. Chem. Front., 2015, 2, 42
DOI: 10.1039/C4QO00271G

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