The inherent difference in nucleophilicity between alkyl alcohols and free hemiacetals is capitalized upon in a new approach to chemoselective glycosylation. The strategy employs a controlled dehydrative coupling reaction for the rapid assembly of complex oligosaccharides and obviates the need for the extensive protective group and anomeric leaving group differentiation that is traditionally required.
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Nguyen et al. (2001) studied this question.
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