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化学・生命化学専攻

個別データ

 分類論文発表
 発行年月2017/04/24
 タイトルEnantio- and Stereoselective Construction of Atisane Scaffold via Organocatalytic Intramolecular Michael Reaction and Diels−Alder Reaction
 著者Sekita, H.; Adachi, K.; Kobayashi, I.; Sato, Y.; ○Nakada, M.
 ジャーナル名Organic Letters
 刊 - 号 - ページ19 - 9 - 2390–2393
 概要An enantio- and stereoselective construction of the atisane scaffold via organocatalytic intramolecular Michael reaction and Diels–Alder reaction is described. The organocatalytic intramolecular Michael reaction has been found to stereoselectively generate a trans-stereodiad comprising an all-carbon quaternary and a tertiary stereogenic centers. Use of the chiral secondary amine bearing thiourea with benzoic acid as additive is the key to obtaining the desired product with excellent ee in synthetically acceptable yield. The prepared chiral building block has been successfully converted to the compound including the atisane scaffold via the highly stereoselective intramolecular Diels–Alder reaction.
 参考web http://pubs.acs.org/doi/10.1021/acs.orglett.7b00918
 指導教員中田 雅久