4.6 Article

Efficient total synthesis of (-)-stemoamide

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 9, 期 3, 页码 673-675

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00850h

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  1. Ministry of Education, Culture, Sports, Science and Technology of Japan

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An efficient diastereoselective synthesis of (-)-stemoamide has been accomplished from a pyroglutamic acid derivative in eight steps and with 24% overall yield. The synthesis features an intramolecular samarium diiodide-promoted 7-exo-trig cyclization of a ketyl radical generated from the corresponding aldehyde.

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