Stereoselective synthesis of the ABC ring system of norzoanthamine |
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| Authors: | Ghosh Subhash Rivas Fatima Fischer Derek González Miguel A Theodorakis Emmanuel A |
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| Institution: | Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358, USA. |
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| Abstract: | reaction: see text] An efficient synthesis of enone 4, representing the ABC ring motif of norzoanthamine, is presented. The crucial C22 quaternary center was introduced via a stereoselective methylation of enone 8. The trans-anti-trans relative configuration of the ABC framework of 4 was installed via a sequence of reactions that included a hydroboration and a modified Robinson annulation. |
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