87289-95-0Relevant academic research and scientific papers
Nucleophilic additions of lithiated allylphenylsulfone to nitrones: Experimental and theoretical investigations
Merino, Pedro,Mannucci, Vanni,Tejero, Tomás
, p. 3335 - 3347 (2007/10/03)
The nucleophilic addition of lithiated allylphenylsulfone to nitrones at -80°C proceeds exclusively α to the phenylsulfonyl group affording anti adducts in high yield. At 0°C isoxazolidines are obtained with complete all-trans selectivity. The formation of these compounds involves isomerization of the allylsulphonyl moiety to give a transient vinylsulfone that then undergoes a subsequent intramolecular Michael addition. The addition to several nitrones has been studied and theoretical calculations have been refined to accurately explain the selectivity of the allylation reaction.
1,3-Dipolar Cycloaddition of Nitrones With α,β-Unsaturated Sulfones
Croce, Piero Dalla,Rosa, Concetta La,Stradi, Riccardo,Ballabio, Marzia
, p. 519 - 521 (2007/10/02)
C,N-Diphenyl nitrones react with substituted α,β-unsaturated phenylsulfones yielding isoxazolidinic cycloadducts whose structure and stereochemistry were assigned on the basis of 1H and 13C nmr data.The cycloaddition regioselectivity is discussed in accor
