Yen C.-TLiu Y.-HPeng S.-MSHIUH-TZUNG LIU2022-12-142022-12-14202215237060https://www.scopus.com/inward/record.uri?eid=2-s2.0-85130023346&doi=10.1021%2facs.orglett.2c01131&partnerID=40&md5=f70b7d29dcb09d85fb162909ca3abf3chttps://scholars.lib.ntu.edu.tw/handle/123456789/626325A palladium-promoted Mizoroki-Heck type reaction employing a directing-group strategy to efficiently produce the coupled vinyl cyclopentenes with excellent regio- and stereoselectivity is reported. Typically, a Pd-catalyzed reaction of 2-(cyclopent-2-en-1-yl)-N-tosylacetamide (1a) with (E)-styryl bromides gave cis-2-((Z)-styryl)cyclopent-3-en-1-yl-N-tosylacetamide (3e), an allylic substitution product. Interestingly, we have found that the E,Z-stereochemistry of vinylic substrates is inverted in those products. The mechanism of this catalytic reaction is discussed. ©journal article10.1021/acs.orglett.2c01131354829632-s2.0-85130023346