Synthetic strategy toward skeletal diversity via solid-supported, Otherwise unstable reactive intermediates

被引:62
作者
Taylor, SJ
Taylor, AM
Schreiber, SL
机构
[1] Harvard Univ, Howard Hughes Med Inst, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
[2] Harvard Univ, ICCB, Cambridge, MA 02138 USA
关键词
diversity-oriented synthesis; enamines; nitrogen heterocycles; reactive intermediates; solid-phase synthesis;
D O I
10.1002/anie.200353466
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Solid supports lend stability: Skeletally diverse alkaloid-like compounds were obtained in only three steps from simple starting materials through a strategy based on dihydropyridine and dihydroisoquinoline intermediates supported on macrobeads (see picture). The otherwise unstable enamine double bond present in the intermediates can undergo a variety of transformations, including cycloadditions, selective reductions, and alkylations.
引用
收藏
页码:1681 / 1685
页数:5
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