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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Direct synthesis of the beta-l-rhamnopyranosides.

The direct formation of beta-l-rhamnopyranosides by means of thioglycoside donors protected with a 2-O-sulfonate ester and, ideally, a 4-O-benzoyl ester, is reported. Activation is achieved with the combination of 1-benzenesulfinyl piperidine and triflic anhydride in the presence of 2,4,6-tri-tert-butylpyrimidine. Selectivities vary from moderate to good, and the sulfonyl group is easily removed post-glycosylation with sodium amalgam in 2-propanol.[1]

References

  1. Direct synthesis of the beta-l-rhamnopyranosides. Crich, D., Picione, J. Org. Lett. (2003) [Pubmed]
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