Tetrahedron letters

Lewis acid-promoted tandem desulfurization and hydroxylation of γ-phenylthio-substituted lactams: novel synthetic strategy of isoindolobenzazepine alkaloid, …

H Yoda, K Inoue, Y Ujihara, N Mase, K Takabe

文献索引：Yoda, Hidemi; Inoue, Kei-Ichi; Ujihara, Yasuaki; Mase, Nobuyuki; Takabe, Kunihiko Tetrahedron Letters, 2003 , vol. 44, # 50 p. 9057 - 9060

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被引用次数: 21

摘要

Treatment of a variety of alicyclic and aromatic γ-phenylthio-substituted lactams with Lewis acids such as cuprous or cupric halides in aqueous solution at rt was found to undergo novel tandem desulfurization and hydroxylation reactions to generate γ-hydroxylated lactams without the ring-opened products in extremely high yields, respectively. This process was further applied to the total synthesis of an isoindolobenzazepine alkaloid, ...