手性膦酰胺铵叶立德与亚氨基酯的对映选择性捕获用于合成 2,3-二氨基琥珀酸衍生物。
Enantioselective trapping of phosphoramidate ammonium ylides with imino esters for synthesis of 2,3-diaminosuccinic acid derivatives.
机构信息
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, 3663 North Zhongshan Rd., Shanghai, 200062, China.
出版信息
Chem Commun (Camb). 2013 May 14;49(39):4238-40. doi: 10.1039/c3cc36972b. Epub 2013 Jan 29.
A highly enantioselective trapping of protic phosphoramidate ammonium ylides with α-imino esters is reported. The intriguing Rh2(OAc)4 and chiral Brønsted acid co-catalyzed three-component Mannich-type reaction of a diazo compound, a phosphoramidate, and an α-imino ester provides a rapid and efficient access to 2,3-diaminosuccinic acid derivatives with a high level control of diastereo- and enantioselectivity.
本文报道了质子化磷酰胺铵叶立德与α-亚氨基酯的高对映选择性捕获。有趣的是，Rh2(OAc)4 和手性 Brønsted 酸共同催化了重氮化合物、磷酰胺和α-亚氨基酯的三组分 Mannich 型反应，为 2,3-二氨基琥珀酸衍生物提供了一种快速高效的合成方法，具有高非对映选择性和对映选择性控制。
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