A Useful Method for Deprotection of the Protective Allyl Group at the Anomeric Oxygen of Carbohydrate Moieties Using Tetrakis(triphenylphosphine)palladium.

Kiyoshi Nakayama, Kouichi Uoto, Kunio Higashi, Tsunehiko Soga, Tsuneo Kusama

Chemical and Pharmaceutical Bulletin · 1992 · 59 citations · 0 references

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Abstract

We have developed a simple method for the deprotection of allyl groups used as a protective group for the anomeric oxygen on a sugar moiety by employing tetrakis(triphenylphosphine) palladium in acetic acid. This method is applicable for not only simple but also complex allyl glycosides, such as natural lipid A intermediates and other important lipid A intermediates. Further, this method would be useful for large-scale preparation.