Conformational control in the SuperQuat chiral auxiliary 5,5-dimethyl-4-iso-propyloxazolidin-2-one induces the iso-propyl group to mimic a tert-butylgroup
Sd. Bull et al., Conformational control in the SuperQuat chiral auxiliary 5,5-dimethyl-4-iso-propyloxazolidin-2-one induces the iso-propyl group to mimic a tert-butylgroup, CHEM COMMUN, (18), 2000, pp. 1721-1722
H-1 NMR nOe spectroscopic studies reveal that conformational control in the
enolates of N-acyl-5,5-dimethyl-4-iso-propyloxazolidin-2-ones ensures that
the stereodirecting effect of its 4-iso-propyl-5,5-dimethyl functional gro
up affords superior levels of facial selectivity normally associated with e
nolates derived from N-acyl-4-tert-butyloxazolidin-2-ones.