Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
Chem Commun (Camb). 2012 Oct 7;48(77):9622-4. doi: 10.1039/c2cc35160a.
A general and practical Cu(I)-Fesulphos-catalyzed Mannich reaction of glycinate Schiff bases with aliphatic imines generated in situ from α-amido sulfones is described. Imines with linear and branched alkyl chains, including substrates bearing functional groups, can be efficiently applied. The resulting syn-configured orthogonally protected β-alkyl-α,β-diamino acid derivatives are produced with excellent levels of diastereo- (typically syn/anti >90 : <10) and enantioselectivity (generally ≥90% ee).
一种通用且实用的 Cu(I)-Fesulphos 催化甘氨酸席夫碱与α-酰胺砜原位生成的脂肪族亚胺的 Mannich 反应被描述。可以高效应用具有线性和支链烷基链的亚胺，包括带有官能团的底物。所得顺式构型的邻位保护的β-烷基-α,β-二氨基酸衍生物具有优异的非对映选择性（通常 syn/anti >90 : <10）和对映选择性（通常 ≥90%ee）。
