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Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane†
Wen-Bo Liu,Sheng-Cai Zheng,Hu He,Xiao-Ming Zhao,Li-Xin Dai,Shu-Li You
Chemical Communications Pub Date : 09/15/2009 00:00:00 , DOI:10.1039/B914315G
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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