title: Absolute asymmetric synthesis of tertiary α-amino acids.
abstract: Frozen: the spontaneous crystallization of an achiral compound in a chiral conformation is used as the unique source of chirality in an absolute asymmetric synthesis of tertiary amino acids. The dynamic axial chirality of tertiary aromatic amides is frozen in a crystal and is responsible for the stereoselectivity of the deprotonation/alkylation. α-Amino acid derivatives are synthesized in up to 96 % ee.
authors.affiliation: Univ. Paris-Sud, Laboratoire de Chimie des Procédés et Substances Naturelles, ICMMO, UMR, CNRS, Orsay, France.
authors.forename: Thi Thoa
authors.initials: TT
authors.lastname: Mai
authors.forename: Mathieu
authors.initials: M
authors.lastname: Branca
authors.forename: Didier
authors.initials: D
authors.lastname: Gori
authors.forename: Régis
authors.initials: R
authors.lastname: Guillot
authors.forename: Cyrille
authors.initials: C
authors.lastname: Kouklovsky
authors.forename: Valérie
authors.initials: V
authors.lastname: Alezra
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids