Chiral N-phosphonyl imine chemistry:asymmetric additions of glycine enolate to diphenyl diamine-based phosphonyl imines
Chiral N-phosphonyl imine chemistry:asymmetric additions of glycine enolate to diphenyl diamine-based phosphonyl imines作者机构:Department of Chemistry and BiochemistryTexas Tech University
出 版 物:《Science China Chemistry》 (中国科学(化学英文版))
年 卷 期:2010年第53卷第1期
页 面:125-129页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金:supported by the National Institutes of Health (Grant Nos.1 RO3 DA026960-01) Robert Welch Foundation (Grant No.D-1361)
主 题:chiral N-phosphonyl imine chiral phosphoramide glycine enolate α-β diamino ester
摘 要:Diphenyl diamine-based phosphonyl imines attached by the N-isopropyl group in the auxiliary have been synthesized in good yields under convenient reaction *** new chiral N-phosphonyl imines can react with glycine enolate smoothly to give chiral α-β diamino esters in good yields(72%-90%) and up to excellent diastereoselectivity(99:1 dr).By treatment with HBr,the chiral auxiliary can be readily *** absolute structure has been unambiguously determined by converting a product to a known sample.