Preparation and synthetic applications of 2-halotryptophan methyl esters: Synthesis of spirotryprostatin B

被引:60
作者
Miyake, FY [1 ]
Yakushijin, K [1 ]
Horne, DA [1 ]
机构
[1] Oregon State Univ, Dept Chem, Corvallis, OR 97331 USA
关键词
alkaloids; halogenations; natural products; spiro compounds; synthetic methods;
D O I
10.1002/anie.200460419
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New N-acyliminium ion methodology: 2-Halotryptophan esters serve as important synthetic building blocks for the stereo-controlled construction of spiro[pyrrolidine-3,3′-oxindoles] (see scheme). The cell-cycle inhibitor spirotryprostatin B is assembled in rapid fashion by using this methodology.
引用
收藏
页码:5357 / 5360
页数:4
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