Direct organocatalytic synthesis of enantiopure succinimides from beta-lactam aldehydes through ring expansion promoted by azolium salt precatalysts.
A single-step catalytic ring expansion approach from 4-oxoazetidine-2-carbaldehydes to enantiopure succinimides has been achieved by the use of a base (DBU) and a thiazolium salt precatalyst.
Alcaide
Benito
B
Departamento de Química Orgánica, Facultad de Química, Universidad Complutense de Madrid, 28040-Madrid, Spain. alcaideb@quim.ucm.es
Almendros
Pedro
P
Cabrero
Gema
G
Ruiz
M Pilar
MP
D000447:Aldehydes / Q000737:chemistry*; D001384:Azetidines / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D013237:Stereoisomerism; D013388:Succinimides / Q000138:chemical synthesis* / Q000737:chemistry; D047090:beta-Lactams / Q000737:chemistry*
D000447:Aldehydes; D001384:Azetidines; D001391:Azo Compounds; D013388:Succinimides; D047090:beta-Lactams; C082735:azetidine; D010100:Oxygen