93916-02-0Relevant articles and documents
Nuclear Synthons: Mesyltriflone as an Olefin Polyanion Equivalent
Hendrickson, James B.,Boudreaux, Gerald J.,Palumbo, Paul S.
, p. 2358 - 2366 (2007/10/02)
Mesyltriflone (CF3SO2CH2SO2CH3) is developed as a nuclear synthon reagent capable first of multiple constructions such as alkylations then of Ramberg-Baecklund elimination to a substituted olefin.The alkylations are clean and regiospecific, often amenable to one-pot operation, and in most cases the elimination is smooth.A variety of examples is presented to establish the scope of the method, and the mechanism and stereochemistry are discussed.
AN OLEFIN POLYANION EQUIVALENT: A NEW OLEFIN SYNTHESIS FROM TRIFLONES
Hendrickson, James B.,Boudreaux, Gerald J.,Palumbo, Paul S.
, p. 4617 - 4618 (2007/10/02)
α-Trifyl-dimethylsulfone (CF3SO2CH2SO2CH3) is a reagent which allows successive polyalkylation of the two carbons with regiocontrol.The polyalkylated trifyl-sulfone then undergoes a Ramberg-Baecklund reaction with loss of triflinate anion and extrusion of SO2 to form an olefin.In synthetic terms the net structural change is equivalent to regiospecific alkylation of an olefin polyanion, =C==C=.