Organocatalytic tandem Michael addition reactions: A powerful access to the enantioselective synthesis of functionalized chromenes, thiochromenes and 1,2-dihydroquinolines

• Published in: Beilstein journal of organic chemistry Vol. 8; no. 1; pp. 1668 - 1694
• Main Authors: Bhanja, Chittaranjan, Jena, Satyaban, Nayak, Sabita, Mohapatra, Seetaram
• Format: Journal Article
• Language: English
• Published: Germany Beilstein-Institut 04-10-2012
• Subjects: 1,2-dihydroquinolines; Chemistry; chromenes; enantioselective; Michael addition; organocatalytic; Review; thiochromenes; Michael addition; thiochromenes; chromenes; 1,2-dihydroquinolines; enantioselective; organocatalytic
• ISSN: 1860-5397; 1860-5397
• DOI: 10.3762/bjoc.8.191

Enantioselective organocatalysis has become a field of central importance within asymmetric chemical synthesis and appears to be efficient approach toward the construction of complex chiral molecules from simple achiral materials in one-pot transformations under mild conditions with high stereocontrol. This review addresses the most significant synthetic methods reported on chiral-amine-catalyzed tandem Michael conjugate addition of heteroatom-centered nucleophiles to α,β-unsaturated compounds followed by cyclization reactions for the enantioselective construction of functionalized chiral chromenes, thiochromenes and 1,2-dihydroquinolines in optically enriched forms found in a myriad of bioactive natural products and synthetic compounds.