Stereoselective synthesis of 2,5-disubstituted-1,4-oxathiane S-oxides.
Beta-allyloxy and beta-propargyloxy tert-butyl sulfoxides undergo tandem sulfoxide eliminination-intramolecular sulfenic acid addition reactions to produce 1,4-oxathiane S-oxides.
Bedford
Simon T
ST
Department of Chemistry, King's College London, Strand, London WC2R 2LS, UK.
Grainger
Richard S
RS
Steed
Jonathan W
JW
Tisselli
Patrizia
P
D018360:Crystallography, X-Ray; D003500:Cyclization; D006573:Heterocyclic Compounds, 1-Ring / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry*
D006573:Heterocyclic Compounds, 1-Ring; D013454:Sulfoxides