期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2007, 期 31, 页码 5190-5197出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700522
关键词
liverwort; terpenoids; total synthesis; autoxidation; biomimetic synthesis
The total synthesis of pinguisane-type sesquiterpenoids, acutifolone A (1) and pinguisenol (2), has been achieved by using the Mukaiyama aldol reaction as the key step. The intermolecular Diels-Alder reaction of these monomeric natural products successfully led to stereoselective dimerization, leading to bisacutifolones A (3) and B (4). Theoretical calculations revealed that the dimerization reaction proceeded through the most stable transition state. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
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