Total synthesis of kopsinine.

Org Lett

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Published: February 2013

The use of a powerful intramolecular [4 + 2]/[3 + 2] cycloaddition cascade of an 1,3,4-oxadiazole in the divergent total synthesis of kopsinine (1), featuring an additional unique SmI(2)-promoted transannular cyclization reaction for formation of the bicyclo[2.2.2]octane central to its hexacyclic ring system, is detailed.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3578506PMC
http://dx.doi.org/10.1021/ol303573fDOI Listing

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