Gold(I)-Catalysed Synthesis of Cyclic Sulfamidates: Current Scope, Stereochemistry and Competing Ene-Allene Cycloisomerisation
Document Type
Article
Publication Date
1-28-2015
Abstract
Six-membered cyclic sulfamidates are prepared in high yields by treatment of allenic sulfamates with readily available Ph3PAuNTf2. The reaction enables formation of N-substituted quaternary centres in high yields. The relative stereochemistry has been unambiguously determined. A π-rearrangement is faster than hydroamination in the case of an allyl-substituted sulfamate and a mechanism is proposed for this process.
DOI
10.1016/j.tet.2014.11.058Final published version Open
Montclair State University Digital Commons Citation
Higginbotham, Mari C.M.; Kennedy, Lorna; Lindsay, Anita G.; Troester, Andreas; and Bebbington, Magnus, "Gold(I)-Catalysed Synthesis of Cyclic Sulfamidates: Current Scope, Stereochemistry and Competing Ene-Allene Cycloisomerisation" (2015). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 278.
https://digitalcommons.montclair.edu/chem-biochem-facpubs/278