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Haichen Li and Yuanyuan Qiao Bimolecular nature of boron trifluoride catalyzed glycosylation of a galactosyl donor: The role of the acceptor International Journal of Quantum Chemistry 113

Version of Record online: 5 MAR 2013 | DOI: 10.1002/qua.24422

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Catalyzed glycosylation of a galactosyl donor may allow many potentially useful and biologically important carbohydrates to be synthesized. However, the microscopic process behind it remains unclear. In this work, its core mechanism, a neighboring participation step, is computationally resolved. Seemingly this step involves only one reactant—the glycosyl donor; but surprisingly, it is catalyzed by another reactant—the alcohol-like glycosyl acceptor. That means that the reaction is actually bimolecular in nature.

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