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1	An Investigation of the Diels-Alder Cycloadditions of 2(H)-1,4-Oxazin-2-ones. Afarinkia, Kamyar, Bahar, A., Bearpark, M.J., Garcia-Ramos, J., Ruggiero, A., Neuse, J., Vyas, M. January 2005 (has links) No / Forumla chem. . A variety of 5-chloro-2(H)-1,4-oxazin-2-ones bearing a range of substituents at their 3- and 6-positions undergo Diels-Alder cycloaddition as a 2-azadiene component with electron-rich, electron-deficient, and electron-neutral dienophiles. These reactions proceed with moderate regio- and stereoselectivity to afford relatively stable and readily isolable bridged bicyclic lactone cycloadducts. Chemical manipulation of these cycloadducts affords highly substituted and functionally rich piperidines. The regio- and stereochemical preferences of the cycloadditions of 5-chloro-2(H)-1,4-oxazin-2-ones are investigated computationally using density functional theory (B3LYP/6-31G*). Oxygen nitrogen heterocycle Nitrogen heterocycle Oxygen heterocycle Ketone Oxazine derivatives Density functional method Stereochemistry Piperidine derivatives Lactone Diels Alder addition Stereoselectivity Regioselectivity