1557101-75-3Relevant articles and documents
Practical and efficient synthesis of chiral 2,4-disubstituted oxazolines from β-phosphonoamides
Avalos-Alanis, Francisco G.,Hernandez-Fernandez, Eugenio,Hernandez-Romero, Rocio,Lopez-Cortina, Susana,Ordonez, Mario,Garcia-Barradas, Oscar,Lagunas-Rivera, Selene
, p. 156 - 162 (2014/02/14)
Herein we report a practical and efficient method for the synthesis of optically active 2,4-disubstituted oxazolines (S)-1a-h in good to excellent yields. The target compounds were prepared in good yield through the Horner-Wadsworth-Emmons reaction of β-phosphonoamide 3 bearing l-phenylalaninol with commercially available aryl aldehydes followed by the cyclodehydration of the corresponding N-(cinnamoyl)-(S)-phenylalaninol derivatives (S)-2a-h. Additionally, the cyclodehydration of β- phosphonoamide (S)-3 followed by the Horner-Wadsworth-Emmons reaction of β-phosphono-oxazoline (S)-4 with aryl aldehydes also gave the 2,4-disubstituted oxazolines (S)-1a-h.