Highly diastereoselective inverse electron demand (IED) Diels–Alder reaction mediated by chiral salen–AlCl complex: the first, target-oriented synthesis of pyranoquinolines as potential antibacterial agents

The first, target-oriented synthesis of pyranoquinolines as potential antibacterial agents by inverse electron demand (IED) Diels–Alder reaction using chiral salen–AlCl complex has been accomplished, the reactions proceed with moderate yields, and a very high degree of diastereoselectivity (>90%). The diastereoselectivity-enhanced pyranoquinolines exhibit potential bactericidal activity against seven strains of pathogenic gram-negative bacteria.