Synthesis and crystal structures of 2-substituted-2-phenylsulfonyloxiranes: evidence for a generalised anomeric effect in 2-phenylsulfonyloxiranes.
Crystal structures are reported for three new sulfonyloxiranes 5, 6b and 7. Taken together with the structures previously reported for the two sulfonyloxiranes 1 and 2, these structures provide evidence of the existence of a generalised anomeric effect in 2-phenylsulfonyloxiranes, accounting for the substantial bond asymmetry in the oxirane ring, and thus for the reactivity of these oxiranes towards nucleophiles.
Jackson
Richard F
RF
Department of Chemistry, Dainton Building, University of Sheffield, Brook Hill, Sheffield, UK S3 7HF. r.f.w.jackson@shef.ac.uk
Dunn
Sara F
SF
McCamley
Andrew
A
Clegg
William
W