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Chem Commun (Camb). 2015 Sep 04;51(68):13283-5. doi: 10.1039/c5cc04716a.

β-Mannosylation with 4,6-benzylidene protected mannosyl donors without preactivation.

Chemical communications (Cambridge, England)

Mads Heuckendorff, Pernille Sørensen Bols, Collin Bartholomew Barry, Tobias Gylling Frihed, Christian Marcus Pedersen, Mikael Bols

Affiliations

  1. Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100 Copenhagen Ø, Denmark. [email protected] [email protected].

PMID: 26197760 DOI: 10.1039/c5cc04716a

Abstract

Mannosylations with benzylidene protected mannosyl donors were found to be β-selective even when no preactivation was performed. It was also found that the kinetic β-product in some cases anomerizes fast to the thermodynamically favored α-anomer under typical reaction conditions.

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