General Catalytic Enantioselective Access to Monohalomethyl and Trifluoromethyl Cyclopropanes - Normandie Université Access content directly
Journal Articles Chemistry - A European Journal Year : 2018

General Catalytic Enantioselective Access to Monohalomethyl and Trifluoromethyl Cyclopropanes

Abstract

An efficient catalytic enantioselective access to chiral functionalized trifluoromethyl cyclopropanes from two classes of diazo compounds and α‐trifluoromethyl styrenes using Rh2((S)‐BTPCP)4 as a catalyst is described. This method provides an efficient and practical strategy for the synthesis of highly functionalized CF3‐cyclopropanes with excellent diastereoselectivities (up to 20:1) and enantioselectivities (up to 99 % ee). The depicted methodology represents, to date, the most efficient catalytic enantioselective method to access highly decorated chiral CF3‐cyclopropanes. Extension to chiral monohalomethyl cyclopropanes in high ee is also reported.
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Dates and versions

hal-02024505 , version 1 (19-02-2019)

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Wei-Sheng Huang, Claire Schlinquer, Thomas Poisson, Xavier Pannecoucke, A.B. Charette, et al.. General Catalytic Enantioselective Access to Monohalomethyl and Trifluoromethyl Cyclopropanes. Chemistry - A European Journal, 2018, 24 (41), pp.10339-10343. ⟨10.1002/chem.201802685⟩. ⟨hal-02024505⟩
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