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.

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.
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氧化锰 (IV) 催化缺电子烯烃的亲电二胺化可以轻松合成 α,β-二氨基酸和酮衍生物,用于拟肽研究。

DOI:
10.1111/j.1399-3011.2005.00294.x
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发表时间:
2005
期刊:
The journal of peptide research : official journal of the American Peptide Society.
影响因子:
--
通讯作者:
Li,G
Li,G
中科院分区:
--
文献类型:
--
作者:
Timmons,C;McPherson,LM;Chen,D;Wei,H-X;Li,G

文献摘要

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以N,N-二氯-对甲苯磺酰胺和乙腈为卤素和氮源,发现氧化锰催化α,β-不饱和酯和酮的二胺化反应。在1‐p‐toluenesulfonyl‐3‐trichloromethyl‐4,5‐imidazoline催化剂和4个 ä分子筛的存在下,通过简单地混合三种反应物,该反应可以方便地进行,并且提供了一种容易获得的MnO2衍生物,这些衍生物是模拟多肽研究的有用的构建块。
Manganese (IV) oxide was found to catalyze the diamination reaction ofα,β‐unsaturated esters and ketones withN,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 Å 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.