PCl5-mediated ring-openings of trans-2,3-disubstituted cyclopropane-1,1-diesters: A stereoselective way to trisubstituted vinyl chlorides

摘要

An unprecedented ring-opening mode of trans-2-aroy1-3-aryl-cyclopropane-1,1-dicarboxylates involving the cleavage of the C2-C3 bond of the cyclopropane ring mediated by PCl5 was disclosed. This reaction provides an efficient metal-free way to functionalized stereodefined trisubstituted Z-vinyl chlorides in moderate to good yields. A tentative mechanism for the reaction has been proposed. (C) 2017 Elsevier Ltd. All rights reserved.