Palladium-Catalyzed Intramolecular Diamination of Acrylic Esters Using Sulfamates as Nitrogen Source
Palladium-Catalyzed Intramolecular Diamination of Acrylic Esters Using Sulfamates as Nitrogen Source
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DOI：
10.1021/jo202507d
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发表时间：
2012-02-17
影响因子：
3.6
通讯作者：
Muniz, Kilian
中科院分区：
文献类型：
--
作者：
Chavez, Patricia;Kirsch, Jonathan;Muniz, Kilian
据报道，使用氨基磺酸盐作为氮源进行丙烯酸酯的分子内二胺化。该反应在钯 (II) 催化下，以溴化铜为氧化剂进行，生成反构型 2,3-二氨基羧酸盐，作为双环氨基磺酸盐衍生物。分离出二胺化反应中的氨基溴化中间体，从而阐明反应机理并使观察到的优先产物立体化学合理化。
An intramolecular diamination of acrylates is reported using sulfamates as nitrogen sources. This reaction proceeds under palladium(II) catalysis with copper bromide as oxidant and gives rise to anti-configured 2,3-diamino carboxylates as bicyclic sulfamate derivatives. An aminobrominated intermediate within the diamination reaction was isolated that allowed to clarify the reaction mechanism and to rationalize the observed preferential product stereochemistry.