有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
海洋天然物を中心とする生理活性化合物の全合成研究
宇佐美 吉英水木 晃治
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2016 年 74 巻 12 号 p. 1172-1181

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Total syntheses of natural products: trichodenones A-C, pericosines A-E, and withasomnines had been achieved. Synthesis of marine fungal metabolites of trichodenones determined the relative and absolute configuration of them. From a series of synthetic studies of marine derived carbasugars pericosines A-E, the proposed structure of antitumor pericosine A was revised and the absolute configurations of all natural pericosines were determined. The first total synthesis of pericosine E was realized with a highly regio- and stereoselective epoxidation of the diene with methyl(trifluoromethyl) dioxirane (TFDO) as a key step. Further, a divergent synthesis of plant alkaloids withasomnies and unnatural analogues was carried out using the Suzuki-Miyaura coupling between the final intermediate triflate and commercially available arylboronic acids.

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