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

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2016 Sep 21

PMID 27648602

Citations 1

Authors

Barry M Trost

James T Masters

Franck Le Vaillant

Jean-Philip Lumb

Affiliations

Soon will be listed here.

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.

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