Synthesis 2013; 45(13): 1899-1903
DOI: 10.1055/s-0033-1338495
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Potent CERT Inhibitor HPA-12 Featuring a Tandem Corey–Link and Intramolecular Nucleophilic Acyl Substitution Reaction

Jason R. Snider
,
Jordan T. Entrekin
,
Timothy S. Snowden*
,
Debra Dolliver
Further Information

Publication History

Received: 22 April 2013

Accepted after revision: 28 May 2013

Publication Date:
06 June 2013 (online)


Dedicated to Prof. Scott E. Denmark on the occasion of his 60th birthday

Abstract

A novel preparation of the potent CERT protein inhibitor (1R,3S)-HPA-12 is described. The synthesis is accomplished in five steps from (S)-Wynberg lactone and features a diastereoselective tandem Corey–Link and intramolecular nucleophilic acyl substitution reaction in a key step.

Supporting Information