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Solvent-free synthesis of glycosyl chlorides based on the triphenyl phosphine/hexachloroacetone system |
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| Authors: | Serena Traboni Federica Liccardo Emiliano Bedini Maddalena Giordano Alfonso Iadonisi |
| Affiliation: | Department of Chemical Sciences, University of Naples Federico II, Via Cinthia 4, I-80126 Naples, Italy |
| Abstract: | Glycosyl chlorides, useful as glycosyl donors in glycoside synthesis and precursors in organic synthesis, can be easily prepared under solvent-free conditions by exposing a sugar hemiacetal to an equimolar mixture of PPh3 and hexachloroacetone at 70 °C. The reaction affords products in high yields and short times, and is tolerant of a wide range of commonly adopted protecting groups. |
| Keywords: | Glycosyl chlorides Solvent-free reactions Glycosidation Chlorination Carbohydrates |
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