Investigation of a dialkylation approach for enantioselective construction of vicinal quaternary stereocenters

被引：26

作者：

Hoyt, SB ^{[1
]}

Overman, LE ^{[1
]}

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 20期

关键词：

D O I：

10.1021/ol006494m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A detailed study of the dialkylation of dianions derived from dihydroisoindigo 1 with enantiopure ditriflate 2 is reported. The LHMDS-mediated process has been optimized to give C-2-symmetric product 3 with high selectivity (C-2 selectivity 3:5 = 100:1; C-2:C-1 selectivity = 8:1). Stereoselection in the C-2 manifold is determined in both the bimolecular and intramolecular alkylation steps.

引用

页码：3241 / 3244

页数：4

共 10 条

[1]

Corey EJ, 1998, ANGEW CHEM INT EDIT, V37, P388, DOI 10.1002/(SICI)1521-3773(19980302)37:4<388::AID-ANIE388>3.0.CO

[2]

2-V

[3] ASYMMETRIC CREATION OF QUATERNARY CARBON CENTERS [J].