Enantioselective total synthesis of a natural iridoid |
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Authors: | Lee Sujin Paek Seung-Mann Yun Hwayoung Kim Nam-Jung Suh Young-Ger |
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Affiliation: | College of Pharmacy, Seoul National University, Seoul 151-742, Korea. |
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Abstract: | The first total synthesis of 6-hydroxy-7-(hydroxymethyl)-4-methylenehexahydrocyclopenta[c]pyran-1(3H)-one has been accomplished. A key feature of the synthesis includes facile construction of the bicyclic lactone intermediate via intramolecular Pd(0)-catalyzed allylic alkylation and the efficient transformation of this intermediate into the iridoid skeleton employing silicon tethered radical cyclization. |
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