Nitrones and Nitronates

A" -Isoxazolines, which are readily accessible by 1,3-dipolar addition of nitrones and nitronic esters to activated alkynes, undergo facile rearrangement upon warming (<110 °C)... 

Tohssell, K. B. G. Nitrile Oxides, Nitrones and Nitronates in Organic Synthesis] VCH, Weinheim, 1988. 

Nitronates show a similar reacdvity to that of nitrones, and nitrones are one of 1,3-thpoles that have been successfully developed to catalyzed asymmetric versions, as discussed in the secdon on nitrones fSecdon 8 3 1 However, asymmetric nitronate cycloadthdons catalyzed chiral metal catalysts have not been reported Kanemasa and coworkers have demonstrated that nitronate cycloadthdon is catalyzed by Lev/is acids fEq 8 93 This may open a new way to asymmetric nitronate cycloadthdon catalyzed by chiral catalysts... 

Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis Novel Strategies in Synthesis by Kurt B.G. Torssell... 

A detailed consideration of this problem could be the subject of several monographs. Here, we briefly discuss quite another aspect. There are several reasons for which such different derivatives as nitrile oxides, nitrones, and nitronates are compiled in this monograph. 

Therefore, AN can be considered as convenient nearest precursors of nitrile oxides, nitrones, and nitronates. 

NITRILE OXIDES, NITRONES, AND NITRONATES IN ORGANIC SYNTHESIS... 

K.B.G- Torssell, "Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis", VCH Publishers, Weinheim, 1988, p. 85 and references cited therein W. Oppolzer, Angew. Chem., Int. Ed. Engl. 1977,16, 10. 

Torssell KBG (1988) Nitrile oxides, nitrones and nitronates in organic synthesis. VCH, Weinheim... 

E. Brener, Nitrones and Nitronic Acid Derivatives Their Structure and their Roles in Synthesis , in The Chemistry of Amino, Nitroso and Nitro Compounds and their Derivatives, Vol. 1, S. Patai ed., Wiley, Chichester, 1982, pp. 459-538. 

---