Issue 11, 2017

Rapid construction of complex tetracyclic frameworks via a gold(i)-catalyzed tandem 1,2-acyloxy migration/[3 + 2] cycloaddition/Friedel–Crafts type cyclization reaction of linear enynyl esters

Abstract

An efficient synthesis of complex tetracyclic compounds is developed which relies on a gold(I)-catalyzed tandem 1,2-acyloxy migration/[3 + 2] cycloaddition/Friedel–Crafts type cyclization reaction of linear enynyl esters. The reaction proceeds under extremely mild conditions in good to excellent yields (54%–88%) with a dr value of up to 20 : 1.

Graphical abstract: Rapid construction of complex tetracyclic frameworks via a gold(i)-catalyzed tandem 1,2-acyloxy migration/[3 + 2] cycloaddition/Friedel–Crafts type cyclization reaction of linear enynyl esters

Supplementary files

Article information

Article type
Research Article
Submitted
26 Jun 2017
Accepted
19 Jul 2017
First published
20 Jul 2017

Org. Chem. Front., 2017,4, 2109-2113

Rapid construction of complex tetracyclic frameworks via a gold(I)-catalyzed tandem 1,2-acyloxy migration/[3 + 2] cycloaddition/Friedel–Crafts type cyclization reaction of linear enynyl esters

H. Sun, S. Xu, Z. Xing, L. Liu, S. Feng, B. Fang, X. Xie and X. She, Org. Chem. Front., 2017, 4, 2109 DOI: 10.1039/C7QO00511C

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