Enantioselective Oxidative Biaryl Coupling Reactions Catalyzed by 1,5-Diazadecalin Metal Complexes: Efficient Formation of Chiral Functionalized BINOL Derivatives
作者:Xiaolin Li、J. Brian Hewgley、Carol A. Mulrooney、Jaemoon Yang、Marisa C. Kozlowski
DOI:10.1021/jo0340206
日期:2003.7.1
ligands in the enantioselective oxidative biaryl coupling of substituted 2-naphthol derivatives. Under the optimal conditions employing 2.5-10 mol % of a 1,5-diaza-cis-decalin copper(II) catalyst with oxygen as the oxidant, enantioselective couplings (44-96% ee) could be achieved for a range of 3-substituted 2-naphthols including the ester, ketone, phosphonyl, and sulfonyl derivatives. The relationship
已经研究了手性的1,5-二氮杂-顺式十氢化萘作为取代的2-萘酚衍生物的对映选择性氧化性联芳基偶联中的配体。在最佳条件下,使用2.5-10 mol%的1,5-二氮杂-顺-十氢化萘铜(II)催化剂,用氧气作为氧化剂,在3-范围内可以实现对映选择性偶联(44-96%ee)取代的2-萘基,包括酯,酮,膦酰基和磺酰基衍生物。萘原料的取代与反应性/选择性之间的关系由几个共同作用的因素决定:(1)取代基对底物氧化电位的影响;