Trifluoromethanesulfonic acid catalyzed alkylation of arenes with methyl (2R)-glycidate

被引：9

作者：

Linares-Palomino, PJ

Prakash, GKS

Olah, GA ^{[1
]}

机构：

[1] Univ So Calif, Loker Hydrocarbon Res Inst, Los Angeles, CA 90089 USA

[2] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA

来源：

HELVETICA CHIMICA ACTA | 2005年 / 88卷 / 06期

关键词：

D O I：

10.1002/hlca.200590102

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Methyl (R)-glycidate (= methyl (R)-oxiranecarboxylate; 2) in superacidic trifluoromethanesulfonic acid medium reacts with electron-rich arenes to give alpha-hydroxy-beta-arylpropanoate derivatives 3a-3f with high stereospecificity. At the same time, the observed high regioselectivity has been attributed to superelectrophific activation of the glycidate.

引用

页码：1221 / 1225

页数：5

共 16 条

[1] SYNTHESIS OF (+/-)-KARAHANA ETHER AND KARAHANAENONE BY SELECTIVE CYCLIZATION OF 6,7-EPOXYGERANYL ACETATE [J].