title: Multicatalytic asymmetric synthesis of complex tetrahydrocarbazoles via a Diels-Alder/benzoin reaction sequence.
abstract: Expanding upon the recently developed aminocatalytic asymmetric indole-2,3-quinodimethane strategy, a straightforward synthesis of structurally and stereochemically complex tetrahydrocarbazoles has been devised. The chemistry's complexity-generating power was further harnessed by designing a multicatalytic, one-pot Diels-Alder/benzoin reaction sequence to stereoselectively access trans-fused tetracyclic indole-based compounds having four stereogenic centers with very high fidelity.
authors.affiliation: ICIQ - Institute of Chemical Research of Catalonia Av. Països Catalans 16, 43007 Tarragona, Spain.
authors.forename: Yankai
authors.initials: Y
authors.lastname: Liu
authors.forename: Manuel
authors.initials: M
authors.lastname: Nappi
authors.forename: Eduardo C
authors.initials: EC
authors.lastname: Escudero-Adán
authors.forename: Paolo
authors.initials: P
authors.lastname: Melchiorre
mesh_terms: D000588:Amines / Q000737:chemistry; D001573:Benzoin / Q000737:chemistry*; D002227:Carbazoles / Q000737:chemistry*; D002384:Catalysis; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines; D002227:Carbazoles; D001573:Benzoin