Ontology highlight
ABSTRACT:
SUBMITTER: Frankowski KJ
PROVIDER: S-EPMC2709808 | biostudies-literature | 2008 May
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20080409 18
A tandem Diels-Alder/azido-Schmidt reaction sequence provides rapid access to the core skeleton shared by several Stemona alkaloids including stenine, neostenine, tuberostemonine, and neotuberostemonine. The discovery and evolution of inter- and intramolecular variations of this process and their applications to total syntheses of (+/-)-stenine and (+/-)-neostenine are described. The stereochemical outcome of the reaction depends on both substrate type and reaction conditions, enabling the prepa ...[more]