Synfacts 2011(11): 1215-1215  
DOI: 10.1055/s-0031-1289209
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Use of 1,2,4-Triazolyl-1,2,3-Triazoles as Carbene Precursors

Contributor(s): Mark Lautens, Stephen G. Newman
M. Zibinsky, V. Fokin*
The Scripps Research Institute, La Jolla, USA
Further Information

Publication History

Publication Date:
19 October 2011 (online)

Significance

Diazo compounds are excellent precursors for the generation of reactive metal carbenoid species. The authors demonstrate that triazoles bearing an electron-withdrawing heterocycle at the 1-position can serve as carbene precursors, which can subsequently undergo highly enantioselective cyclopropanation reactions or transannulations with nitriles.