title: Stereocontrolled synthesis of 20,21-dihydro N-methylwelwitindolinone B isothiocyanate.
abstract: Described is a concise synthesis of the 20,21-dihydro analog of N-methylwelwitindolinone B isothiocyanate, wherein a cationic homoallyl to cyclopropylmethyl rearrangement is circumvented by hydrogenation of the offending double bond.
authors.affiliation: Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60637, USA.
authors.forename: Vikram
authors.initials: V
authors.lastname: Bhat
authors.forename: Viresh H
authors.initials: VH
authors.lastname: Rawal
mesh_terms: D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D017879:Isothiocyanates / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: C568311:20,21-dihydro N-methylwelwitindolinone B isothiocyanate; D026121:Indole Alkaloids; D017879:Isothiocyanates