Ring-rearrangement metathesis of 1-substituted 7-azanorbornenes as an entry to 1-azaspiro[4.5]decane systems

J Org Chem. 2011 May 6;76(9):3381-91. doi: 10.1021/jo200321t. Epub 2011 Apr 5.

Abstract

Several metathesis sequences have been carried out using 7-azanorbornenes as starting materials. The occurrence of several exocyclic olefin patterns in the bridgehead position of this system opens the way to gain interesting spirocyclic compounds, which were achieved using several ring-rearrangement metatheses (RRM). The metathesis products, thus obtained, may be useful for the synthesis of new peptidomimetics and related compounds.