Volume 55, Issue 17 pp. 5170-5174
Communication

Silver-Catalyzed 7-exo-dig Cyclization of Silylenolether-ynesulfonamides

Dr. Clément F. Heinrich

Dr. Clément F. Heinrich

Laboratoire de Chimie Organique Synthétique, Institut de Chimie, 1, rue Blaise Pascal, BP296/R8, 67008 Strasbourg, France

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Indira Fabre

Indira Fabre

Département de Chimie, Ecole Normale Supérieure—PSL Research University, Sorbonne Universités—UPMC Univ Paris 06, CNRS UMR 8640 PASTEUR, 24, rue Lhomond, 75005 Paris, France

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Dr. Laurence Miesch

Corresponding Author

Dr. Laurence Miesch

Laboratoire de Chimie Organique Synthétique, Institut de Chimie, 1, rue Blaise Pascal, BP296/R8, 67008 Strasbourg, France

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First published: 22 March 2016
Citations: 42

Graphical Abstract

Dig this! Cyclization of silylenolether-ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7-exo-dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks.

Abstract

Cyclization of silylenolether-ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7-exo-dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks.

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