Synthesis of Furan and Thiophene Analogs of Duocarmycin SA.

…, M TAKAHAsHI, M ToNEGAwA, M NATSUME

文献索引：Muratake, Hideaki; Okabe, Kazuaki; Takahashi, Michiko; Tonegawa, Miyuki; Natsume, Mitsutaka Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 5 p. 799 - 806

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被引用次数: 24

摘要

Total synthesis of furan and thiophene analogs 6 and 7 of duocarmycin SA was achieved in racemic forms, starting from methyl 4, 5-dibromo-2-furan-and thiophenecarboxylates (15a and 15b). Lithio derivatives 12a (a series: X= O) and 12b (b serie: X= S) were reacted with the aldehyde 22 for preparation of 25a and 25b, and successive synthetic operations, including Heck reaction of 25a and 25b to obtain 26a+ 27a and 26b+ 27b, and B ring ...