Alkylidene transfer reagents, nitroalkanes

Although the base-catalyzed addition of nitroalkanes to electron-deficient olefins has been extensively used in organic synthesis fsee Michael addition Chapter 4, it is only recently that the reaction has been extended to the cyclopropanadon reaction. In 1978, it was reported that the anion of nitromethane reacts with certain highly electron-deficient olefins to produce cycloptopanesingoodyieldrEq. 7.36. More recently, this reaction has been extended to more general cyclopropanadons, as shown in Eqs. 7.37 and 7.38, in which potassittm salts of nitroalkanes are employed in DMSO as alkylidene transfer reagents." ... 

Nitroalkanes " as well as alkyl sulfones can serve as useful and general alkyli-dene transfer reagents for highly activated Michael acceptors such as alkylidenemalonic esters (equation 131). Alumina-supported potassium fluoride is an effective reagent for the reaction of nitroalkanes. The alkylidene transfer from sulfones may be promoted by Ni(acac)2 ... 

---

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

---