Synthetic studies of N-reverse prenylated indole.: An efficient synthesis of antifungal indole alkaloids and N-reverse prenylated tryptophan

被引:43
作者
Sugiyama, H [1 ]
Yokokawa, F [1 ]
Aoyama, T [1 ]
Shioiri, T [1 ]
机构
[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan
基金
日本学术振兴会;
关键词
N-reverse prenylated indole; antifungal indole alkaloid; chemical manganese dioxide (CMD);
D O I
10.1016/S0040-4039(01)01492-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The efficient method for the synthesis of N-1,1-dimethyl-2-propenyl (reverse prenyl) indole was developed by the N-propargylation of the indoline. partial hydrogenation of the terminal alkyne, and oxidation to the indole using chemical manganese dioxide (CMD). This method was used for the synthesis of the antifungal indole alkaloids 2, 3, and N-reverse prenylated tryptophan. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7277 / 7280
页数:4
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