Total synthesis of cortistatins A and J.

J Org Chem

Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.

Published: April 2011

This paper describes the details of our synthetic studies on the marine steroidal alkaloids cortistatins A and J. The key features of our strategy include (i) an efficient Knoevenagel/electrocyclic strategy to couple the diketone and the CD-ring fragment, (ii) a chemoselective radical cyclization to construct the oxabicyclo[3.2.1]octene B-ring system, (iii) a highly stereocontrolled installation of the isoquinoline unit, and (iv) a late-stage functionalization of the A-ring.

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http://dx.doi.org/10.1021/jo2002616DOI Listing

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