Kang Qi-Kai, Selvakumar Sermadurai, Arumugam Natarajan, Almansour Abdulrahman I, Kumar Raju Suresh, Maruoka Keiji
Laboratory of Synthetic Organic Chemistry and Special Laboratory of Organocatalytic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502, Japan.
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh, 11451, Saudi Arabia.
Chem Asian J. 2018 May 24. doi: 10.1002/asia.201800652.
The phase-transfer-catalyzed asymmetric alkylation reactions of N-arylhydrazones derived from α-keto-esters and isatin derivatives afford enantioenriched azo compounds that bear a tetra-substituted carbon stereocenter in good yields with high chemo- and enantioselectivity. The alkylation products can be readily converted into chiral amino esters, hydrazine derivatives, and aza-β-lactams without loss of enantiopurity.
由α-酮酯和异吲哚酮衍生物衍生的N-芳基腙的相转移催化不对称烷基化反应,能以高化学选择性和对映选择性,高产率地得到带有四取代碳立体中心的对映体富集偶氮化合物。烷基化产物可以很容易地转化为手性氨基酯、肼衍生物和氮杂β-内酰胺,而不会损失对映体纯度。