title: Direct-type catalytic three-component mannich reactions leading to an efficient synthesis of alpha,beta-diamino acid derivatives.
abstract: [reaction: see text] The first example of the Lewis acid-catalyzed three-component direct-type Mannich reaction of simple aromatic and enolizable aliphatic aldehydes, secondary amines, and glycine derivatives is described. The procedure is highly atom economical and can be performed in a simple one-pot operation under mild conditions to afford a wide variety of synthetically important anti-alpha,beta-diamino ester derivatives in high yields with high diastereoselectivities.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science and Technology Corporation (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Matthew M
authors.initials: MM
authors.lastname: Salter
authors.forename: Jun
authors.initials: J
authors.lastname: Kobayashi
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Shimizu
authors.forename: Shu
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D005998:Glycine / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000588:Amines; D000596:Amino Acids; D004952:Esters; D005998:Glycine