C. Dinsmore, J. Bergman, M. Bogusky
Feb 17, 2001
Citations
0
Influential Citations
28
Citations
Journal
Organic letters
Abstract
A new synthesis of the 3,8-diazabicyclo[3.2.1]octan-2-one framework is described. Transannular enolate alkylation of piperazinone derivatives provides a flexible route to highly constrained bicyclic peptidomimetic synthons with substitution at the Calpha position. The chemistry was used to produce a conformationally constrained farnesyltransferase inhibitor, which aided the elucidation of enzyme-bound conformation.