S. Saito et al., CHIRAL ACYCLIC NITRONE BEARING PROTECTED VICINAL DIOL CONTROLLER PROVIDING SINGLE PI(C=N)-FACE IN [3+2] CYCLOADDITION REACTIONS, Synlett, (4), 1994, pp. 282-284
Acyclic chiral (Z)-nitrone (4) bearing the protected vicinal diol cont
roller has been developed with the intention of shielding one of its p
i-(C=N) diastereofaces. The intermolecular [3+2] cycloaddition reactio
ns of 4 with various olefins resulted in perfect discrimination of the
nitrone faces though that of the olefins depended on their structures
.