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Chemistry (Weinheim an der Bergstrasse, Germany)

A silver-catalyzed spirocyclization of alkynyl silyl enol ethers.


PMID 22674788

Abstract

Ring out the old: The cycloisomerization of alkynyl silyl enol ethers proceeds at ambient temperature under the mild conditions of silver catalysis. Mono- or bicyclic spiro compounds can be obtained by 5-exo-dig reactions. Trapping the vinyl silver species with an iodide source, such as N-iodosuccinimide (NIS), afforded the alkenyl iodide derivatives.