4.8 Article

Synthesis of Highly Functionalized Tri- and Tetrasubstituted Alkenes via Pd-Catalyzed 1,2-Hydrovinylation of Terminal 1,3-Dienes

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 2, 页码 608-611

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AMER CHEMICAL SOC
DOI: 10.1021/ja511640g

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  1. National Institutes of Health [NIGMS R01GM063540]

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An efficient method for the construction of Csp(2)-Csp(3) bond in a regio- and stereoselective fashion involving 1,3-terminal dienes, enol triflates/nonaflates, and sodium formate under Pd(0)-catalysis is described. The three component assembly allows trapping of a pi-allyl intermediate, after the initial migratory insertion of the diene, by a hydride source that leads to structurally complex and synthetically challenging tri- and tetrasubstituted alkene building blocks.

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