Stereoselective synthesis of pamamycin-607 |
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| Authors: | Jeong Eun Jeong Kang Eun Joo Sung Lee Taek Hong Sung Kil Lee Eun |
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| Institution: | School of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-747, Korea. |
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| Abstract: | A macrodiolide antibiotic pamamycin-607 was synthesized by joining two hydroxy acid components. Three cis-2, 5-disubstituted tetrahydrofuran rings in the molecule were stereoselectively prepared by radical cyclization reactions of beta-alkoxyvinyl ketone intermediates and a beta-alkoxymethacrylate substrate. The key step of the synthesis is characterized by the predominant threo product formation in the radical cyclization reaction of a beta-alkoxymethacrylate intermediate. |
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