Synthesis and Application of Quinazoline−Oxazoline-Containing (Quinazox) Ligands

A practical synthesis of potentially tridentate P,N,N-ligands containing two stereogenic elements incorporated into the axially chiral Quinazolinap and centrally chiral 2-oxazoline subunits is reported. The application of these novel hybrid ligands in Pd(0)-catalyzed asymmetric allylic alkylation revealed the matched and mismatched diastereomer, dominant stereogenic element, as well as the effect of the oxazoline R substituent on the level of enantioselectivity (ee's up to 81%).本文报道了一类潜在三齿P,N,N-配体的实用合成方法，该类配体的两个手性要素分别嵌入轴手性Quinazolinap结构单元与中心手性2-噁唑啉结构单元中。将这些新型杂化配体应用于Pd(0)催化的不对称烯丙基烷基化反应后，研究揭示了其非对映异构体的匹配与错配效应、主导手性要素，以及噁唑啉环上的R取代基对对映选择性水平的影响（对映体过量（enantiomeric excess, ee）值最高可达81%）。