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Literature DB >> 27648602

Synthesis of a 1,3-Bridged Macrobicyclic Enyne via Chemoselective Cycloisomerization Using Palladium-Catalyzed Alkyne-Alkyne Coupling.

Barry M Trost¹, James T Masters¹, Franck Le Vaillant¹, Jean-Philip Lumb¹.

Abstract

A unique intramolecular Pd-catalyzed alkyne-alkyne coupling is presented. This transformation generates a strained, 1,3-bridged, macrocyclic enyne. The process was readily executed on gram scale, and the structure of the product was elucidated via X-ray crystallographic analysis. A mechanistic rationale for the observed chemoselectivity is provided.

Entities: Chemical Disease Gene Species

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Year: 2016 PMID： 27648602 PMCID： PMC5726859 DOI： 10.1021/acs.joc.6b01920

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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