期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 65, 期 19, 页码 5910-5916出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo000327i
关键词
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The first asymmetric total synthesis of Aspinolide B (1), a new 10-membered lactone discovered by chemical screening methods in the cultures of Aspergillus ochraceus, has been accomplished. The key steps included a selective Felkin-type addition of TMS-acetylene to aldehyde 3a and a Nozaki-Hiyama-Kishi coupling reaction to build the required 10-membered ring. This synthesis confirmed the absolute stereochemistry of aspinolide B, established through Helmchen's method and corrected its previously reported specific optical rotation.
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