Decoding stereocontrol during the photooxygenation of oxazolidinone-functionalized enecarbamates.
Systematically designed oxazolidinone-derived enecarbamates reveal that solvent and temperature effects on the stereoselectivity during photooxygenation are likely due to the conformational flexibility of the chiral phenethyl side chain (entropy factors); the extent of enantiomeric excess in the photoproduct is dictated by the alkene geometry.
Solomon
Marissa R
MR
Department of Chemistry, Columbia University, 3000 Broadway, New York, New York 10027, USA.
Sivaguru
J
J
Jockusch
Steffen
S
Adam
Waldemar
W
Turro
Nicholas J
NJ