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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

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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

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Publication details

The article was received on 26 Jun 2017, accepted on 19 Jul 2017 and first published on 20 Jul 2017


Article type: Research Article
DOI: 10.1039/C7QO00511C
Citation: Org. Chem. Front., 2017, Advance Article
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    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, Advance Article , DOI: 10.1039/C7QO00511C

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