Phosphine-catalyzed enantioselective [3 + 2] cycloadditions of γ-substituted allenoates with β-perfluoroalkyl enones.

Chem Sci

Shanghai Key Laboratory of Green Chemistry and Chemical Processes , School of Chemistry and Molecular Engineering , East China Normal University, Shanghai , 200062 , P. R. China . Email: ; http://faculty.ecnu.edu.cn/s/1811/main.jspy.

Published: June 2017


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Article Abstract

The enantioselective construction of densely functionalized cyclopentene bearing contiguous three stereocenters has been a challenging task in organic synthesis. Herein, we present a phoshine-catalyzed highly regio-, diastereo- and enantioselective [3 + 2] cycloaddition of γ-substituted allenoates with β-perfluoroalkyl enones, delivering a wide range of densely functionalized perfluoroalkylated cyclopentenes with three contiguous chiral stereocenters.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5590097PMC
http://dx.doi.org/10.1039/c7sc01432eDOI Listing

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