American Chemical Society
jo2002616_si_002.pdf (6.2 MB)

Total Synthesis of Cortistatins A and J

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journal contribution
posted on 2011-04-15, 00:00 authored by Shuji Yamashita, Kentaro Iso, Kazuki Kitajima, Masafumi Himuro, Masahiro Hirama
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.