A Catalytic Approach to the Metal-Free Reaction of Epoxides with Ketene Silyl Acetals for Accessing gamma-Lactones

作者:Bonollo Simona; Ahmady Amanollah Zarei; Petrucci Chiara; Marrocchi Assunta; Pizzo Ferdinando; Vaccaro Luigi*
来源:Organic Letters, 2014, 16(21): 5721-5723.
DOI:10.1021/ol502855q

摘要

The first catalytic approach to the nucleophilic addition of silyl ketene acetals 2 to epoxides 1 is reported. The defined protocol is metal-free using tetrabutylammonioum fluoride as the catalyst. It works in a very efficient manner under solvent-free conditions (SolFC) allowing ?-lactones 3 to be directly obtained with high regioselectivities and yields.

  • 出版日期2014-11-7
  • 单位Perugia