As shown in entry 9, isovaleraldehyde also led to the relatively high enantio-
and diastereoselectivities (syn/anti = 86/14, 68% ee) though the yield was low (12%).
But when the selenium-77 resonance of the new mixture is monitored, two peaks--with areas proportional to the original enantio-
meric ratio--are observed.
We anticipate that successful realisation of this strategy will allow the wealth of radical chemistry to be applied to valuable basic heterocycles with new-found region- and enantio-
Orlov, "Design of Selenium-Based Chiral Chemical Probes for Simultaneous Enantio-
and Chemosensing of Chiral Carboxylic Acids with Remote Stereogenic Centers by NMR Spectroscopy," Chemistry--A European Journal, vol.
They are regio-, enantio-
and stereoselective, can carry out reactions with a high atom efficiency, work at lower operating temperatures than conventional organic transformations, and create less solvent waste.