82391-01-3Relevant articles and documents
Stereoelectronic Effects at Oxygen. A Very Large Effect on the Hydrolysis of a Conformationally Locked Acetal: Implications for β-Glycosidase Mechanism
Briggs, Andrew J.,Evans, Christopher M.,Glenn, Robert,Kirby, Anthony J.
, p. 1637 - 1640 (2007/10/02)
Acetal is rigidly fixed in the equatorial conformation.As a result the lone-pair electrons on the ring oxygen cannot assist C-OR cleavage, and the compound is hydrolysed ca. 1013 times more slowly than a comparable axial t