Ester enolate Claisen rearrangement using a polymer-supported silyl triflate

被引：24

作者：

Hu, Y ^{[1
]}

Porco, JA ^{[1
]}

机构：

[1] Argonaut Technol, San Carlos, CA 94070 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(99)00441-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polystyrene-diethylsilane resin (PS-DES) was treated with triflic acid to form a highly reactive polymer silyl triflate. The silyl triflate reacted with enolizable allylic esters in the presence of Et3N to afford resin-bound silyl ketene acetals, which undergo Ireland-Claisen rearrangement at elevated temperature to provide polymer silyl esters. Transesterification of the polymeric silyl esters with 5% H2SO4 in 1:1 MeOH/CICH2CH2Cl (DCE) afforded methyl ester products. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3289 / 3292

页数：4

共 20 条

[1] REAGENTS AND SYNTHETIC METHODS .55. NEW METHODS FOR THE PREPARATION OF TERT-BUTYLDIMETHYLSILYL TRIFLATE AND TRIMETHYLSILYL TRIFLATE [J].