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Issue 43, 2009
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Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane

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Abstract

Highly regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane (FBSM) has been realized by [Ir(COD)Cl]2/phosphoramidite, affording enantiopure fluorobis(phenylsulfonyl)methylated compounds bearing a terminal alkene, which could be converted to monofluoro-methylated ibuprofen in just two steps without loss of the optical purity (95% ee).

Graphical abstract: Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane

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Supplementary files

Article information


Submitted
16 Jul 2009
Accepted
02 Sep 2009
First published
15 Sep 2009

Chem. Commun., 2009, 6604-6606
Article type
Communication

Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane

W. Liu, S. Zheng, H. He, X. Zhao, L. Dai and S. You, Chem. Commun., 2009, 6604
DOI: 10.1039/B914315G

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