Abstract
Abstract An enantiomerically pure 1,2-dihydropyridine 1 was prepared from l -lysine utilizing anodic oxidation as a key step, and was utilized as a chiral diene synthon of the Diels–Alder reaction. Furthermore, a suitable condition for the Diels–Alder reaction between 1 and N -acryloyloxazolidinone ( 8 ) was exploited. That is, the presence of AlCl 3 efficiently promoted the Diels–Alder reaction to give a cycloadduct with high stereoselectivity, which was converted to an optically active 2-azabicyclo[2.2.2]octane derivative 2 (96.8% ee).
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