title: One-pot asymmetric synthesis of seven-membered carbocycles cyclohepta[b]indoles via a sequential organocatalytic Michael/double Friedel-Crafts alkylation reaction.
abstract: A new method has been developed for the enantioselective synthesis of highly functionalized cyclohepta[b]indoles with high enantioselectivity (up to 96% ee). The process combines an enantioselective organocatalytic Michael addition and a highly efficient double Friedel-Crafts reaction sequence in one pot with good yields and stereoselectivity. The structures and absolute configurations of the products were confirmed by X-ray analysis.
authors.affiliation: Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi, 621, Taiwan, ROC.
authors.forename: Nitin S
authors.initials: NS
authors.lastname: Dange
authors.forename: Bor-Cherng
authors.initials: BC
authors.lastname: Hong
authors.forename: Chih-Ching
authors.initials: CC
authors.lastname: Lee
authors.forename: Gene-Hsiang
authors.initials: GH
authors.lastname: Lee
mesh_terms: D000478:Alkylation; D002384:Catalysis; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D006844:Hydrocarbons, Cyclic; D007211:Indoles