Pd-catalyzed decarboxylative allylic coupling of acetates of Baylis–Hillman alcohols with propiolic acids: a highly regio- and stereoselective synthesis of 1,5-diarylpent-1-en-4-yne derivatives†,10.1039/C5RA06168G

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Pd-catalyzed decarboxylative allylic coupling of acetates of Baylis–Hillman alcohols with propiolic acids: a highly regio- and stereoselective synthesis of 1,5-diarylpent-1-en-4-yne derivatives†

Satyanarayana Tummanapalli,Parthasarathy Muthuraman,Dhanunjaya Naidu Vangapandu,Gnanakalai Shanmugavel,Sanjeeva Kambampati,Kee Wei Lee

RSC Advances Pub Date : 05/28/2015 00:00:00 , DOI:10.1039/C5RA06168G

Abstract

Pd-catalyzed decarboxylative allylic coupling of acetates of Baylis–Hillman alcohols with alkynyl carboxylic acids leading to the formation of an important class of 1,5-diarylpent-1-en-4-ynes in a highly regio- and stereoselective manner has been developed. Decarboxylative coupling happened via an exclusively S_N2′ pathway. Acetates of the Baylis–Hillman alcohols derived from alkyl acrylates, ethyl vinyl ketone and phenyl vinyl sulfone provided exclusively (E)-1,5-diarylpent-1-en-4-ynes while the acetates of the Baylis–Hillman alcohols derived from acrylonitrile provided exclusively (Z)-1,5-diarylpent-1-en-4-ynes.