作者:Vikram Basava、Broc Flores、Matthew Giovine、Thomas Licisyn、Katelyn Walck、Walter Boyko、Robert Giuliano
DOI:10.1080/07328300802374805
日期:2008.10.30
under various conditions, and optimized yields of the glycosyl phenylsulfone products were obtained in the presence of tin tetrachloride as a catalyst. Double bond shift (Ferrier rearrangement) occurred in all cases except amicetal, which lacks a substituent at the allylic carbon. Glycosylation of benzenesulfinic acid with 1,2-dibromides was carried out using silver triflate as the promoter, and gave
在各种条件下研究了将苯亚磺酸加到缩醛中,并在四氯化锡作为催化剂存在下获得了最佳的糖基苯基砜产物收率。除amicetal以外,所有情况均发生双键移位(Ferrier重排),而amicetal在烯丙基碳上缺少取代基。使用三氟甲磺酸银作为促进剂,用1,2-二溴化物对苯磺酸进行糖基化,通过在氧气而不是硫的反应下得到亚磺酸酯作为产物。以立体异构体在立体硫原子上的混合物形式获得亚磺酸酯。在尝试用MCPBA氧化的过程中,观察到亚磺酸盐被羧酸盐亲核试剂捕获。