Synlett 2017; 28(04): 433-438
DOI: 10.1055/s-0036-1588368
letter
© Georg Thieme Verlag Stuttgart · New York

Thieme Chemistry Journals Awardees – Where Are They Now?
Phospha-Münchnone 1,3-Dipolar Cycloaddition with Alkenes: A One-Pot Approach to 2-Pyrrolines from Imines, Acid Chlorides and Alkenes

Victoria Jackiewicz, Bruce A. Arndtsen*
  • Department of Chemistry, McGill University, 801 Sherbrooke St. W., Montreal, QC H4X 2E9, Canada   Email: bruce.arndtsen@mcgill.ca
Further Information

Publication History

Received: 03 October 2016

Accepted after revision: 07 November 2016

Publication Date:
02 December 2016 (eFirst)

Abstract

We describe herein studies on the cycloaddition of phospha-Münchnones and alkenes, and the factors that influence selectivity between 2-pyrrolines and bicyclic products. Coupling this cycloaddition with the formation of the dipoles can provide a one-pot route to synthesize 2-pyrrolines in moderate yield from imines, acid chlorides and alkenes.

Supporting Information