Organic Chemistry Portal



Mn(III)-Mediated Reactions of Cyclopropanols with Vinyl Azides: Synthesis of Pyridine and 2-Azabicyclo[3.3.1]non-2-en-1-ol Derivatives

Yi-Feng Wang and Shunsuke Chiba*

*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore, Email:

Y.-F. Wang, S. Chiba, J. Am. Chem. Soc., 2009, 131, 12570-12572.

DOI: 10.1021/ja905110c (free Supporting Information)

see article for more reactions


Reactions of vinyl azides with monocyclic cyclopropanols provided pyridines in the presence of Mn(acac)3, whereas those with bicyclic cyclopropanols led to the formation of 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives using a catalytic amount of Mn(acac)3.

see article for more examples

Key Words

pyridines, cyclopropanols, vinyl azides, manganese(III)

ID: J48-Y2009-2650