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A highly stereoselective synthesis of the C10–C31 (BCDEF ring) portion of pinnatoxin A |
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| Authors: | Seiichi Nakamura Jun Inagaki Tomohiro Sugimoto Yasuyuki Ura Shunichi Hashimoto |
| Affiliation: | Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan |
| Abstract: | An efficient, highly stereoselective synthesis of the C10–C31 (BCDEF ring) portion of pinnatoxin A has been achieved utilizing tandem double hemiketal formation/intramolecular hetero-Michael addition to construct the 6,5,6-dispiroketal (BCD ring) system and subsequent intramolecular ketalization to form the 5,6-bicycloketal (EF ring) system as key steps. |
| Keywords: | dispiroketal hemiketal formation hetero-Michael addition internal ketalization |
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