Abstract

The octahydropyrano[3,2-b]pyrrole derivatives are synthesized by a double reductive amination from pyranose derivatives of nono-2,5-diuloses and octos-4-uloses and various amines. The cyclization proceeded smoothly in the presence of sodium triacetoxyborohydride to produce a series of novel fused N-heterobicyclic compounds with high stereoselectivity.

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