Triflic acid-catalyzed highly stereoselective friedel-crafts aminoalkylation of indoles and pyrroles

被引:85
作者
Abid, Mohammed [1 ]
Teixeira, Liliana [1 ]
Torok, Bela [1 ]
机构
[1] Univ Massachusetts, Dept Chem, Boston, MA 02125 USA
关键词
D O I
10.1021/ol703095d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient synthesis to both enantiomers of highly enantiomerically enriched alpha-trifluoromethyl-alpha-(heteroaryl)-glycine derivatives via highly stereoselective aminoalkylation of indoles and pyrroles is described. The triflic acid-catalyzed reaction of enantiomeric 3,3,3-trifluoro-pyruvate-alpha-methylbenzyl imines with indoles and pyrroles and the subsequent Pd-catalyzed hydrogenolysis of the methylbenzyl group provided the products in high yields and excellent enantioselectivities.
引用
收藏
页码:933 / 935
页数:3
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