Oxacycle Synthesis via Intramolecular Reaction of Carbanions and Peroxides

Authors

Rachel Willand-Charnley, University of Nebraska—Lincoln
Benjamin W. Puffer, University of Nebraska—Lincoln
Patrick Dussault, University of Nebraska-LincolnFollow

Date of this Version

2014

Citation

J Am Chem Soc. 2014 Apr 23; 136(16): 5821–5823

Comments

Copyright © 2014 American Chemical Society

Abstract

The intramolecular reaction of dialkyl peroxides with carbanions, generated via chemoselective metal-heteroatom exchange or deprotonation, provides a new approach to cyclic ethers. Applied in tandem with C–C bond formation, the strategy enables a one-step annelation to form oxaospirocycles.