Hydrolysis of O-isopropenyl glucopyranosides involves C-protonation and alkenyl ether cleavage and exhibits a kinetic influence of anomeric configuration

DOI: 10.1021/jo00100a015

Source and publish data:

Journal of Organic Chemistry p. 6167 - 6169 (1994)

Update date:2022-08-16

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Authors:

Chenault

Chafin Chafin

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Article abstract of DOI:10.1021/jo00100a015

Hydrolysis of O-isopropenyl α-glucopyranoside occurs by O-protonation and alkenyl ether (not glycosidic) C-O bond cleavage and proceeds in 10 mM salicylate buffer, at pH 3.0 and 25°C, 4.5 times faster than the similar hydrolysis of its β anomer.

Full text of DOI:10.1021/jo00100a015

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