Organocatalytic Enantioselective Selenosulfonylation of a C–C Double Bond To Form Two Stereogenic Centers in an Aqueous Medium

Organocatalytic selenosulfonylation
of the C–C double bond
of α,β-unsaturated ketones to construct two contiguous
stereogenic centers in an aqueous medium was described. A series of
α-selenyl and β-sulfonyl ketones with various functional
groups were synthesized in good yields and enantioselectivities with
saturated NaCl solution as the solvent. In addition, this protocol
had been successfully scaled up to a decagram scale via a simple workup
procedure.