title: Catalytic Asymmetric Synthesis of Dihydropyrido[1,2-a]indoles from Nitrones and Allenoates.
abstract: An asymmetric method for the synthesis of dihydropyrido[1,2-a]indoles from mixtures of nitrones and allenoates has been developed. This transformation showcases the use of squaramide catalysis in a complicated cascade system that has been shown to be highly sensitive to reaction conditions and substituent effects. The new method provides access to enantiomerically enriched dihydropyridoindoles from modular, non-indole reagents. The optimization and scope of the new transformation is discussed in addition to initial mechanistic experiments that indicate the role of the catalyst.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607, USA.
authors.forename: Wiktoria H
authors.initials: WH
authors.lastname: Pace
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607, USA.
authors.forename: Dong-Liang
authors.initials: DL
authors.lastname: Mo
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607, USA.
authors.forename: Tyler W
authors.initials: TW
authors.lastname: Reidl
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607, USA.
authors.forename: Donald J
authors.initials: DJ
authors.lastname: Wink
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607, USA. lauralin@uic.edu.
authors.forename: Laura L
authors.identifier: 0000-0002-8764-7522
authors.initials: LL
authors.lastname: Anderson
keywords: allenes; cascade reactions; heterocycles; nitrones; squaramides