Efficient synthesis of methylene exo-glycals: another use of glycosylthiomethyl chlorides.
作者信息
Zhu Xiangming, Jin Ying, Wickham John
机构信息
Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland.
出版信息
J Org Chem. 2007 Mar 30;72(7):2670-3. doi: 10.1021/jo0623843. Epub 2007 Feb 28.
PMID:17326686
Abstract
A new approach to the synthesis of methylene exo-glycals is described. Oxidation of glycosylthiolmethyl chloride (GTM-Cl) with mCPBA afforded the corresponding glycosylchloromethyl sulfone in almost quantitative yield, which underwent KOtBu-induced Ramberg-Bäcklund rearrangement to furnish the desired methylene exo-glycal in excellent yield.
摘要
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