Iodine-catalyzed one-pot acetalation–esterification reaction for the preparation of orthogonally protected glycosides Rachel A. Jonesa, Robert Davidsona, Anh Tuan Trana, Nichola Smithb and M. Carmen Galana, , ,
a School of Chemistry, University of Bristol, Bristol BS8 1TS, UK
b Novartis Institute for Biomolecular Research, Novartis Horsham Research Centre, Horsham RH12 5AB, UK
Received 18 May 2010; revised 17 June 2010; accepted 4 July 2010. Available online 10 July 2010.
Abstract An iodine-catalyzed one-pot tandem acetalation–esterification reaction of thio- and O-glycosides has been developed providing a fast and mild route to orthogonally protected glycosides ready to be used as building blocks in glycosylation reactions. 一鍋煮的方法減少了反應步驟及提純過程，是一種理想的反應選擇。 對于這種4，6號位進行縮醛保護，2，3號位進行酯化反應的研究比較少，為以后這種反應提供了參考 此反應的亮點是采用了I2作催化劑，I2是一種廉價，毒性小的催化試劑。 其實在糖化學中，全乙酰化的反應過程中，碘就常用作催化劑，同樣也是一鍋煮就能達到反應目的。只是還沒有研究過這類反應，看來以后在糖的酯化反應，碘可以優先考慮了 此反應產率77%（總體來說還是不錯的）
