Control of the mode selectivity (ene reaction versus [2+ 2] cycloaddition) in the photooxygenation of ene carbamates: directing effect of an alkenylic nitrogen …
W Adam, SG Bosio, NJ Turro
文献索引:Adam, Waldemar; Bosio, Sara G.; Turro, Nicholas J. Journal of the American Chemical Society, 2002 , vol. 124, # 30 p. 8814 - 8815
The geometry of the double bond in oxazolidinone-substituted ene carbamates controls the mode selectivity (ene reaction versus [2+ 2] cycloaddition) of singlet oxygen through stereoelectronic effects, whereas the chiral auxiliary provides high diastereoselectivity through steric shielding.