Abstract
A new, efficient and stereoselective synthesis of furo[2′,3′:5,6]pyrano[4,3- b]quinoline derivatives 3 and 3′ has been achieved by intramolecular hetero–Diels–Alder reactions of aldimines generated in situ from aromatic amines and the O-allyl derivative of the chiral sugar derived aldehyde 2 in acetonitrile in the presence of a catalytic amount of BiCl 3. The products are formed with extremely high trans selectivity in good to excellent yields.
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