title: Efficient preparation of &#945;-ketoacetals.
abstract: The Weinreb amides 2a,b were prepared from the α,α-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded α-ketoacetals 3a-j in 70-99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as demonstrated in the synthesis of (±)-salbutamol.
authors.affiliation: Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas del IPN, Prol. de Carpio y Plan de Ayala S/N, Col. Santo Tomás, Deleg. Gustavo A. Madero, México, DF 11340, Mexico.
authors.forename: Francisco
authors.initials: F
authors.lastname: Ayala-Mata
authors.forename: Citlalli
authors.initials: C
authors.lastname: Barrera-Mendoza
authors.forename: Hugo A
authors.initials: HA
authors.lastname: Jiménez-Vázquez
authors.forename: Elena
authors.initials: E
authors.lastname: Vargas-Díaz
authors.forename: L Gerardo
authors.initials: LG
authors.lastname: Zepeda
mesh_terms: D000420:Albuterol / Q000138:chemical synthesis*; D000577:Amides / Q000138:chemical synthesis*; D007659:Ketones / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000577:Amides; D007659:Ketones; D000420:Albuterol