Córdova Armando
Arrhenius Laboratory, Department of Organic Chemistry, Stockholm University, SE-10691 Stockholm, Sweden.
Acc Chem Res. 2004 Feb;37(2):102-12. doi: 10.1021/ar030231l.
The direct catalytic asymmetric addition of unmodified carbonyl compounds to preformed or in situ-generated imines has emerged as a promising new route to optically enriched alpha- and beta-amino acid derivatives, beta-lactams, and 1,2- and gamma-amino alcohols. The direct catalytic asymmetric Mannich reactions are mediated by small organometallic and organic amine catalysts that can achieve levels of selectivity similar to those possible with natural enzymes. The different small-molecule catalysts described here are complementary in their applications. They also complement each other in syn or anti selectivity of the direct asymmetric Mannich reaction. In this Account, we highlight the recent developments in and contributions to this research.
未修饰的羰基化合物与预先形成的或原位生成的亚胺进行直接催化不对称加成,已成为一条有前景的新途径,可用于制备光学富集的α-和β-氨基酸衍生物、β-内酰胺以及1,2-和γ-氨基醇。直接催化不对称曼尼希反应由小型有机金属和有机胺催化剂介导,其选择性水平可与天然酶相媲美。本文所述的不同小分子催化剂在应用上具有互补性。它们在直接不对称曼尼希反应的顺式或反式选择性方面也相互补充。在本综述中,我们重点介绍了该研究领域的最新进展和贡献。