Modular stereocontrolled assembly of R2Zn, cyclic enones and N-tert-butanesulfinyl imines.
The assembly of a wide range of dialkylzincs, cyclic enones, and chiral N-tert-butylsulfinyl imines in the presence of the appropriate phosphoramidite ligands allowed the formation of beta-amino ketones with three consecutive stereogenic centers in a stereocontrolled manner. The Baeyer-Villiger oxidation of the resulting amino ketones led to the corresponding aminolactones with excellent regio- and stereoselectivities.
González-Gómez
José C
JC
Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica, Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain. josecarlos.gonzalez@ua.es
Foubelo
Francisco
F
Yus
Miguel
M