Abstract

Starting with 4-imido-mannosan and 2-imido-galactosan derivatives Norrish-Yang cyclization led to saccharide-annelated azepanediones and azocanediones. Following N-protection these lactams could be opened to give higher branched-chain carbohydrate components of the 4-amino-3-dehydro type. In some cases concomitant rearrangement reactions were observed to give α,β-unsaturated hydroxy lactams as well as saccharides linked to substituted furans.

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