Stereoselective photooxidation of enecarbamates: reactivity of ozone vs singlet oxygen.
[reaction: see text]. Oxazolidinone-functionalized enecarbamates show contrasting behavior upon oxidation by singlet oxygen and by ozone. The observed stereoselectivity difference indicates that the oxidation with ozone is subject to classic steric effects, whereas the very high selectivity in the photooxidation with singlet oxygen is derived from vibrational deactivation.
Sivaguru
J
J
Department of Chemistry and Department of Chemical Engineering, Columbia University, 3000 Broadway, Mail Code 3119, New York, New York 10027, USA.
Saito
Hideaki
H
Poon
Thomas
T
Omonuwa
Toma
T
Franz
Roberto
R
Jockusch
Steffen
S
Hooper
Catherine
C
Inoue
Yoshihisa
Y
Adam
Waldemar
W
Turro
Nicholas J
NJ