One-step synthesis of non-anomeric sugar isothiocyanates from sugar azides.

Abstract

Tandem Staudinger-aza-Wittig reaction of primary azidodeoxy sugars with triphenylphosphine-carbon disulfide affords the corresponding primary deoxyisothiocyanato sugars in high yield. No products arising from O --> N acyl migration or formation of dimeric carbodiimides were observed. Interestingly, a polymer-supported triarylphosphine can advantageously… (More)

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Cite this paper

@article{GarcaMoreno2002OnestepSO, title={One-step synthesis of non-anomeric sugar isothiocyanates from sugar azides.}, author={Mar{\'i}a Isabel Garc{\'i}a-Moreno and Paula D{\'i}az-P{\'e}rez and Juan M Benito and Carmen Ortiz Mellet and Jacques Defaye and Jos{\'e} Manuel Garcia Fernandez}, journal={Carbohydrate research}, year={2002}, volume={337 21-23}, pages={2329-34} }