Efficient and stereoselective installation of isoquinoline: formal total synthesis of cortistatin A |
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| Authors: | Shuji Yamashita Kazuki Kitajima Masahiro Hirama |
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| Affiliation: | a Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
b Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan |
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| Abstract: | The highly stereoselective attachment of isoquinoline onto the steroidal framework of cortistatin A has been achieved. Our strategy features a Ce-mediated nucleophilic addition of an isoquinoline unit to the sterically congested ketone followed by formation of the phenyl thiocarbamate, and subsequent stereoselective radical reduction. The new method results in a formal total synthesis of cortistatin A. |
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| Keywords: | Marine natural product Cortistatin A Isoquinoline Total synthesis |
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