PEG-supported pyridylthioesters for racemization-free amide synthesis: a reagent that allows simultaneous product formation and removal from the polymer

被引：10

作者：

Benaglia, M

Guizzetti, S

Rigamonti, C

Puglisi, A

机构：

[1] Univ Milan, Ctr Eccellenza, CISI, I-20133 Milan, Italy

[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

TETRAHEDRON | 2005年 / 61卷 / 51期

关键词：

poly(ethylene glycol); mesylate derivative; pyridylthioester;

D O I：

10.1016/j.tet.2005.07.111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyridylthioesters anchored to a modified poly(ethylene glycol) of M-W 5000 Da have been prepared in high yields. The thioesters were employed as a convenient starting material for the liquid-phase synthesis of various enantiomerically pure amides. This new methodology allowed to per-form simultaneously the reaction with the poly(ethylene glycol)-supported reagent and the traceless removal of the final product from the polymer support in a single step. The products were obtained in high yield and purity. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：12100 / 12106

页数：7

共 57 条

[1] trans-1,3-dithiane-1,3-dioxide; a chiral acyl anion equivalent. Enantioselective synthesis of alpha-hydroxy- carboxylic acids, esters, amides and ketones [J].