Highly stereoselective synthesis of (Z)-1,2-dihaloalkenes by a Pd-catalyzed hydrohalogenation of alkynyl halides |
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Authors: | Zhu Gangguo Chen Dongxu Wang Yuyi Zheng Renwei |
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Institution: | Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China. gangguo@zjnu.cn |
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Abstract: | An unprecedented Pd-catalyzed hydrohalogenation of alkynyl halides for the regio- and stereoselective synthesis of (Z)-1,2-dihaloalkenes has been realized using (allyl)PdCl](2) as the catalyst and cis,cis-1,5-cyclooctadiene as the ligand. The advantages of this protocol are well illustrated by the assembly of trisubstituted (Z)-enynes and multifunctional benzenes via iterative cross-coupling reactions or tandem Diels-Alder-aromatization reactions, respectively. |
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