Enantioselective indole Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes

被引:233
作者
Evans, DA [1 ]
Scheidt, KA [1 ]
Fandrick, KR [1 ]
Lam, HW [1 ]
Wu, J [1 ]
机构
[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ja036985c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly enantioselective Friedel-Crafts alkylation of electron-rich aromatic nucleophiles catalyzed by scandium(III) triflate-pyridyl(bis)oxazoline complexes has been accomplished. The reaction involves α,β-unsaturated acyl phosphonates as electrophiles and primarily substituted indoles as nucleophiles. The reactive acyl phosphonate product is converted to the corresponding ester or amide in good overall yield by adding an alcohol or amine directly to the reaction mixture. Copyright © 2003 American Chemical Society.
引用
收藏
页码:10780 / 10781
页数:2
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