ChemInform Abstract: Highly Diastereoselective 1,3‐Dipolar Cycloadditions of Chiral Non‐racemic Nitrones to 1,2‐Diaza‐1,3‐dienes: An Experimental and Computational Investigation.

Abstract

Highly Diastereoselective 1,3-Dipolar Cycloadditions of Chiral Non-racemic Nitrones to 1,2-Diaza-1,3-dienes: An Experimental and Computational Investigation. -Cyclic nitrones (I), (IV), and (VI) give the products as single diastereomers under thermal conditions while nitrones (VIII) and (X) derived from D-glyceraldehyde and D-galactose give mixtures of diastereomers. The reaction can also be run under microwave conditions, resulting in shorter reaction times, slightly better yields, but slightly worse diastereoselectivities. -(MAJER, R.; KONECHNAYA, O.; DELSO, I.; TEJERO, T.; ATTANASI, O. A.; SANTEUSANIO, S.; MERINO*, P.; Org. Biomol. Chem. 12 (2014) 44, 8888-8901, http://dx.