Journal
ORGANIC LETTERS
Volume 18, Issue 15, Pages 3790-3793Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01796
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Funding
- Department of Science and Technology [EMR/2014/000235]
- UGC-New Delhi
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Efficient and rapid transformation of cheaply available L-rhamnose into all the isomeric 6-deoxy-L-hexoses via regio- and stereoselective nucleophilic displacements of triflates is reported. The synthesis entails regioselective protections, one-pot double displacements of triflates, and cascade inversions. The methodology allows facile access to all the rare 6-deoxy-L-hexoses as stable thioglycoside building blocks.
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