期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 128, 期 49, 页码 15851-15855出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja065782w
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The first total synthesis of an (E)-cladiellin diterpene, (-)-cladiella- 6,11-diene-3-ol (1), was accomplished featuring an intramolecular amide enolate alkylation-intramolecular Diels-Alder strategy. In addition, a highly stereo-, regio-, and chemoselective synthetic strategy for other members of the cladiellin diterpenes such as (+)-polyanthellin A (2), (-)-cladiell-11-ene-3,6,7-triol (3), and (-)-deacetoxyalcyonin acetate (4) was developed utilizing the synthetic ( E)- cladiellin 1 as a common intermediate by taking advantage of the unique chemical properties of its C(6)-(E)-oxatricyclic skeleton.
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