The hydrolysis of cyclic orthoesters. Stereoelectronic control in the cleavage of hemiorthoester tetrahedral intermediates

P Deslongchamps, R Chênevert…

Index: Canadian Journal of Chemistry, , vol. 53, p. 1601 - 1615

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Citation Number: 81

Abstract

... CAN. J. CHEM. VOL. ... Similarly, the cyclic dimethoxy orthoester 17 shows two different singlets at 3.18 and 3.28 6 which are, respectively, attributed to the axial and equatorial methoxy groups. This assignment is based on the chemical shift of a- and P-methyl glycopyranosides. ...