New reaction of L-ascorbic acid: unusual molecular complexes of the product

G Fodor, K Sussangkarn, H Mathelier…

文献索引：Fodor; Sussangkarn; Mathelier; et al. Journal of Organic Chemistry, 1984 , vol. 49, # 26 p. 5064 - 5069

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被引用次数: 27

摘要

2-Methyl-2, 5-dimethoxy-2, 5-dihydrofuran (4), a cyclic acetal of cis-3-acetylacrolein (3), reacts with L-ascorbic acid (1) in aqueous solution to give amorphous 2-(5-methyl-2-furyl)-3- keto-~-gulonolactone 3, 6-hemiketal (6) as the major product. The reaction mechanism most likely involves cis-3-acetylacrolein, Le., 4-keto-cis-2-pentenal (3) as an intermediate. Hemiketal6 was converted with succinic anhydride into a crystalline molecular complex 8a ...