Synthesis of α-(3-indolyl)glycine derivatives via spontaneous Friedel-Crafts reaction between indoles and glyoxylate imines

被引:48
作者
Jiang, B [1 ]
Huang, ZG [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源
SYNTHESIS-STUTTGART | 2005年 / 13期
关键词
Friedel-Crafts reaction; indolyl glycine; indole derivative; glyoxylate imine; spontaneous reaction;
D O I
10.1055/s-2005-869978
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mannich-type Friedel-Crafts reaction between indoles and ethyl glyoxylate imines proceeded spontaneously in the absence of an acid catalyst. Ethyl alpha-(3-indolyl)glycinates were obtained in moderate to high yields. Reaction with (R)-alpha-methylbenzylamine derived imine afforded chiral alpha-(3-indolyl)glycinates with good diastereoselectivities (up to 96:4).
引用
收藏
页码:2198 / 2204
页数:7
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