title: Organocatalytic enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles with alpha,beta-unsaturated aldehydes: an easy access to 2-substituted indoles.
abstract: An enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles and alpha,beta-unsaturated aldehydes has been developed. The process is promoted by diphenylprolinol ether to afford 2-substituted 4,7-dihydroindoles in high yields and enantioselectivities. After a subsequent oxidation of the products, the optically active 2-substituted indoles could be obtained smoothly in high yields without any loss of enantioselectivity.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China.
authors.forename: Liang
authors.initials: L
authors.lastname: Hong
authors.forename: Chunxia
authors.initials: C
authors.lastname: Liu
authors.forename: Wangsheng
authors.initials: W
authors.lastname: Sun
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
authors.forename: Kwokyin
authors.initials: K
authors.lastname: Wong
authors.forename: Rui
authors.initials: R
authors.lastname: Wang
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D007211:Indoles