Bromotriphenylphosphonium Salt Promoted Tandem One-Pot Cyclization to Optically Active 2-Aryl-1,3-oxazolines
作者:Haizhen Jiang、Shijie Yuan、Wen Wan、Kun Yang、Hongmei Deng、Jian Hao
DOI:10.1002/ejoc.201000162
日期:2010.8
Optically active 2-aryl-1,3-oxazolines, such as aromatic carbocycles, heterocycle-binding 4-benzyl (or phenyl)-1,3-oxazolines and their 5-benzyl (or phenyl)-1,3-oxazoline isomers were successfully prepared through a bromotriphenylphosphonium salt promoted aziridine ring formation and ring opening sequential process involving tandem one-pot cyclization of chiral 2-amino-3-phenylpropanol or 2-amino-2-phenylethanol
光学活性 2-芳基-1,3-恶唑啉,如芳香碳环、杂环结合的 4-苄基(或苯基)-1,3-恶唑啉及其 5-苄基(或苯基)-1,3-恶唑啉异构体是通过溴三苯基鏻盐成功制备促进氮丙啶环形成和开环顺序过程,包括手性 2-氨基-3-苯基丙醇或 2-氨基-2-苯基乙醇与各种芳族酸在甲苯中在 90°C 和温和的条件下串联一锅环化以优异的产量。这种串联过程的机制也得到了实验证实。