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A practical synthesis of β-d-mannopyranosides

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Konetzki,  Ingo
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., & Konetzki, I. (1998). A practical synthesis of β-d-mannopyranosides. Tetrahedron Letters, 39(32), 5721-5724. doi:10.1016/S0040-4039(98)01163-0.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-20DF-F
Abstract
An indirect yet highly efficient protocol for the β-d-mannosylation of sterically hindered alcohols is reported. Trichloroacetimidate 5 is used a key building block which is converted into the desired mannosides 9 via triflates 8 by an ultrasound promoted β-d-gluco → β-d-manno inversion process.