Bromoporphyrins as Versatile Synthons for Modular Construction of Chiral Porphyrins: Cobalt-Catalyzed Highly Enantioselective and Diastereoselective Cyclopropanation
作者:Ying Chen、Kimberly B. Fields、X. Peter Zhang
DOI:10.1021/ja044889l
日期:2004.11.1
to be versatile synthons for modular construction of chiral porphyrins via palladium-catalyzed amidation reactions with chiral amides. The quadruple carbon-nitrogen bond formation reactions were accomplished in high yields with different chiral amide building blocks under mild conditions, forming a family of D2-symmetric chiral porphyrins. Cobalt(II) complexes of these chiral porphyrins were prepared
5,10-双(2',6'-二溴苯基)卟啉在 10 和 20 位具有各种取代基,被证明是通过钯催化的手性酰胺酰胺化反应模块化构建手性卟啉的通用合成子。在温和的条件下,使用不同的手性酰胺结构单元以高产率完成了四重碳氮键形成反应,形成了 D2 对称手性卟啉家族。这些手性卟啉的钴 (II) 配合物以高产率制备,并且在实用的一锅法(烯烃作为限制性试剂且不缓慢添加重氮试剂)下显示为高对映选择性和非对映选择性环丙烷化的活性催化剂。