title: Application of crystallization-induced asymmetric transformation to a general, scalable method for the resolution of 2,8-disubstituted Tröger's base derivatives.
abstract: A general method for the gram scale resolution of 2-substituted and 2,8-disubstituted Tröger's base (TB) derivatives in 63-91% yield has been achieved through the application of crystallization-induced asymmetric transformation (CIAT). Enantiomeric ratios of the resolved TB derivatives range from 99.1:0.9 to >99.5:0.5. Among the Tröger's base compounds resolved are four synthetically valuable bromo and iodo derivatives.
authors.affiliation: Department of Chemistry, Gettysburg College , Gettysburg, Pennsylvania 17325, United States.
authors.forename: Donald L
authors.initials: DL
authors.lastname: Jameson
authors.forename: Thomas
authors.initials: T
authors.lastname: Field
authors.forename: Monica R
authors.initials: MR
authors.lastname: Schmidt
authors.forename: Alyson K
authors.initials: AK
authors.lastname: DeStefano
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Stiteler
authors.forename: Vincent J
authors.initials: VJ
authors.lastname: Venditto
authors.forename: Brooke
authors.initials: B
authors.lastname: Krovic
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Hoffman
authors.forename: Matthew T
authors.initials: MT
authors.lastname: Ondisco
authors.forename: Matthew E
authors.initials: ME
authors.lastname: Belowich