jo702403b_si_005.cif (17.35 kB)
Download file

Quasienantiomeric Levoglucosenone and Isolevoglucosenone Allow the Parallel Kinetic Resolution of a Racemic Nitrone

Download (17.35 kB)
dataset
posted on 07.03.2008, 00:00 authored by Francesca Cardona, Daniela Lalli, Cristina Faggi, Andrea Goti, Alberto Brandi
Cycloadditions of chiral pyrroline N-oxides to levoglucosenone (1) and isolevoglucosenone (2) proceed with a high level of double asymmetric induction. Partial kinetic resolutions (KR) of both enantiomers of a racemic nitrone 3 were achieved, and a parallel kinetic resolution (PKR) experiment allowed the stereoselective divergent synthesis of two quasienantiomeric imino-C-disaccharide precursors.

History