Conversion of ascorbigen and its derivatives to substituted 1-deoxy-1-(indolyl-3)-α-L-sorbopyranose
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A new reaction involving L-ascorbic acid have been found. Under the action of alkali, ascorbigen and its N-alkyl derivatives undergo cleavage of the lactone ring, decarboxylation, and rearrangement to give 1-deoxy-1-(inolyl-3)-α-L-sorbopyranose and its N-alkyl derivatives. The structures of the compounds obtained were confirmed by mass-spectroscopy and PMR spectroscopy.
KeywordsSpectroscopy Organic Chemistry Lactone Lactone Ring Ascorbigen
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