One-Pot Azidochlorination of Glycals

Plattner C, Höfener M, Sewald N (2011)
Organic Letters 13(4): 545-547.

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Abstract / Notes
A simple one-pot azidochlorination for the preparation of nitrogen-containing Kwoenigs-Knorr glycosyl donors proceeds upon reaction of protected glycals with sodium azide, ferric chloride, and hydrogen peroxide. Different mono- and disaccharide galactals and glucals are converted in a highly alpha-selective manner to the 2-azido glycosyl chlorides. Starting from disaccharide galactals, building blocks for the synthesis of the T-antigen are obtained in a straightforward manner. The simplicity of the reaction conditions allows for an efficient and scalable alpha-selective synthesis of 2-azido substituted glycosyl chlorides.
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Plattner C, Höfener M, Sewald N. One-Pot Azidochlorination of Glycals. Organic Letters. 2011;13(4):545-547.
Plattner, C., Höfener, M., & Sewald, N. (2011). One-Pot Azidochlorination of Glycals. Organic Letters, 13(4), 545-547. doi:10.1021/ol102750h
Plattner, C., Höfener, M., and Sewald, N. (2011). One-Pot Azidochlorination of Glycals. Organic Letters 13, 545-547.
Plattner, C., Höfener, M., & Sewald, N., 2011. One-Pot Azidochlorination of Glycals. Organic Letters, 13(4), p 545-547.
C. Plattner, M. Höfener, and N. Sewald, “One-Pot Azidochlorination of Glycals”, Organic Letters, vol. 13, 2011, pp. 545-547.
Plattner, C., Höfener, M., Sewald, N.: One-Pot Azidochlorination of Glycals. Organic Letters. 13, 545-547 (2011).
Plattner, Carolin, Höfener, Michael, and Sewald, Norbert. “One-Pot Azidochlorination of Glycals”. Organic Letters 13.4 (2011): 545-547.
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