Gold(I)-Catalyzed Tandem Cyclization-Selective Migration Reaction of 1,3-Dien-5-ynes: Regioselective Synthesis of Highly Substituted Benzenes

作者:Garcia Garcia Patricia; Martinez Alberto; Sanjuan Ana M; Fernandez Rodriguez Manuel A; Sanz Roberto*
来源:Organic Letters, 2011, 13(18): 4970-4973.
DOI:10.1021/ol202129n

摘要

Highly substituted benzene derivatives have been easily prepared in a regioselective way from readily available 1,3-hexadien-5-ynes through a gold(I)-catalyzed tandem reaction. The process involves an initial cyclization followed by a selective Wagner-Meerwein shift in which the migration preference seems to be determined by the ability to stabilize a positive charge.

  • 出版日期2011-9-16