Development of Two Processes for the Synthesis of Bridged Azabicyclic Systems: Intermolecular Radical Addition-Homoallylic Rearrangements Leading to 2-Azanorborn-5-Enes and Neophyl-Type Radical Rearrangements to 2-Azabenzonorbornanes
Document Type
Article
Publication Date
11-7-2003
Journal / Book Title
Organic & Biomolecular Chemistry
Abstract
Radical thiol additions to 7-azanorbornadienes give 7-thio-substituted 2-azanorbornenes and Barton deoxygenations of 7-azabenzonorbornanols give 2-azabenzonorbornanes. The processes both involve novel nitrogen-directed radical rearrangements. The kinetics and mechanisms of the reactions are also discussed.
DOI
10.1039/b306717n
Montclair State University Digital Commons Citation
Hodgson, David M.; Bebbington, Magnus; and Willis, Paul, "Development of Two Processes for the Synthesis of Bridged Azabicyclic Systems: Intermolecular Radical Addition-Homoallylic Rearrangements Leading to 2-Azanorborn-5-Enes and Neophyl-Type Radical Rearrangements to 2-Azabenzonorbornanes" (2003). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 244.
https://digitalcommons.montclair.edu/chem-biochem-facpubs/244
