Highly efficient deprotection of N-p-toluenesulfinyl group of β-branched Baylis-Hillman adducts by using amberlite IR-120 (plus) ion-exchange resin

被引:18
作者
Li, GG [1 ]
Kim, SH [1 ]
Wei, HX [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
关键词
Baylis-Hillman adducts; N-p-toluenesulfinyl cleavage; Amberlite 1R-120 (plus) resin;
D O I
10.1016/S0040-4020(99)01064-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient deprotection of N-p-toluenesulfinyl group of beta-branched Baylis-Hillman adducts has been developed by using Amberlite IR-120 (plus) ion-exchange resin in methanol solution at room temperature. Good to quantitative yields have been obtained for six examples. No racemization was detected under the mild conditions. This new method provides a simultaneous deprotection/purification, which has the great advantage over the solution phase deprotection technique of simplicity of work-up. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:719 / 723
页数:5
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