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. 一锅煮的方法减少了反应步骤及提纯过程，是一种理想的反应选择。 对于这种4，6号位进行缩醛保护，2，3号位进行酯化反应的研究比较少，为以后这种反应提供了参考 此反应的亮点是采用了I2作催化剂，I2是一种廉价，毒性小的催化试剂。 其实在糖化学中，全乙酰化的反应过程中，碘就常用作催化剂，同样也是一锅煮就能达到反应目的。只是还没有研究过这类反应，看来以后在糖的酯化反应，碘可以优先考虑了 此反应产率77%（总体来说还是不错的）
