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二氧化锰催化缺电子烯烃的亲电双胺化反应为肽模拟物研究提供了一种简便合成α,β-二氨基酸和酮衍生物的方法。

Manganese (IV) oxide-catalyzed electrophilic diamination of electron-deficient alkenes provides an easy synthesis of alpha,beta-diamino acid and ketone derivatives for peptidomimetic studies.

作者信息

Timmons C, McPherson L M, Chen D, Wei H-X, Li G

机构信息

Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA.

出版信息

J Pept Res. 2005 Nov;66(5):249-54. doi: 10.1111/j.1399-3011.2005.00294.x.

Abstract

Manganese (IV) oxide was found to catalyze the diamination reaction of alpha,beta-unsaturated esters and ketones with N,N-dichloro-p-toluenesulfonamide and acetonitrile as the halogen and nitrogen sources. The reaction is convenient to be conducted by simply mixing three reactants in the presence of manganese dioxide catalyst and 4 A molecular sieves, and provides an easy access to 1-p-toluenesulfonyl-3-trichloromethyl-4,5-imidazoline derivatives, which are useful building blocks for peptidomimetic studies.

摘要

发现二氧化锰可催化α,β-不饱和酯和酮与N,N-二氯对甲苯磺酰胺及乙腈(作为卤素和氮源)的双胺化反应。该反应操作简便,只需在二氧化锰催化剂和4A分子筛存在下将三种反应物简单混合即可进行,并能方便地得到1-对甲苯磺酰基-3-三氯甲基-4,5-咪唑啉衍生物,这些衍生物是用于拟肽研究的有用构件。

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