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Paper | Special issue | Vol 80, No. 1, 2010, pp.219-227
Published online, 19th January, 2009
DOI: 10.3987/COM-08-S(S)1
Stereoselective Formal Total Synthesis of Novel Antibiotic (-)-Centrolobine

Debendra K. Mohapatra,* Rita Pal, Hasibur Rahaman, and Mukund K. Gurjar

*Organic Chemistry Division I, Indian Institute of Chemical Technology, Hyderabad-500 007, India

Abstract

A concise and stereoselective formal total synthesis of (−)-centrolobine is achieved utilizing Mioskowski’s Lewis acid mediated epoxide opening followed by ring-closing metathesis as the key reaction.