Trost Barry M, Saget Tanguy, Hung Chao-I Joey
Department of Chemistry, Stanford University , Stanford, California 94305-5080, United States.
J Am Chem Soc. 2016 Mar 23;138(11):3659-62. doi: 10.1021/jacs.6b01187. Epub 2016 Mar 9.
Herein, we report a Zn-ProPhenol catalyzed Mannich reaction using α-branched ketones as nucleophilic partners for the direct enantio- and diastereoselective construction of quaternary carbon stereocenters. The reaction can be run on a gram-scale with a low catalyst loading without impacting its efficiency. Moreover, the Mannich adducts can be further elaborated with complete diastereocontrol to access molecules possessing complex stereotriads.
在此,我们报道了一种锌-对苯酚催化的曼尼希反应,该反应使用α-支链酮作为亲核试剂,用于直接对映选择性和非对映选择性构建季碳立体中心。该反应可以在低催化剂负载量下以克级规模进行,而不影响其效率。此外,曼尼希加合物可以在完全非对映控制下进一步衍生,以获得具有复杂立体三联体的分子。