Author/Authors :
Scott، نويسنده , , Jeremy P. and Hammond، نويسنده , , Deborah C. and Beck، نويسنده , , Elizabeth M. and Brands، نويسنده , , Karel M.J. and Davies، نويسنده , , Antony J. and Dolling، نويسنده , , Ulf-H. and Kennedy، نويسنده , , Derek J.، نويسنده ,
Abstract :
The efficient preparation of 4-aryl-4-phenylsulfonyl cyclohexanones, containing a quaternary sulfone-bearing carbon centre, is described. Their synthesis proceeds in 38–78% overall yield by way of three steps: (i) sulfinate alkylation; (ii) methylenation; and (iii) regioselective Diels–Alder condensation with 2-trimethylsiloxybutadiene. The scope and limitations of the one-pot Mannich-type methylenation described were examined.
Keywords :
Sulfones , Cycloadditions , Methylenation , Diels–Alder reactions