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Synlett 2011(8): 1043-1046  
DOI: 10.1055/s-0030-1259934
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© Georg Thieme Verlag Stuttgart ˙ New York

Steering Glycosylation with the Carbon-Fluorine Bond

Christoph Bucher, Ryan Gilmour*
Laboratory for Organic Chemistry, ETH Zürich, Wolfgang-Pauli-Str. 10, 8093 Zürich, Switzerland
Fax: +41(44)6331235; e-Mail: ryan.gilmour@org.chem.ethz.ch;
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Publication History

Received 20 December 2010
Publication Date:
30 March 2011 (online)

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Abstract

2-Fluoroglycosyl donors display orthogonal stereoselectivities as a consequence of a reinforcing combination of the C-2-fluorine configuration and the inductive nature of the protecting groups.

Key words

charge-dipole interactions - fluorine - glycosides - glycosylations - oxonium ions

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