Regioselective Benzoylation of Diols,Triols and Tetraols Arrays in Carbohydrates
作者单位：National Glycoengineering Research CenterShandong University
会议名称：《中国化学会第三届全国糖化学会议》
会议日期：2019年
学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
摘 要：Efficient strategies and powerful linkage procedures for accessing complex oligosaccharides and glycoconjugates of biological significance have been *** overcome some difficulties of tedious protection-deprotection protocols,we are searching for direct protection methods targeting a specific hydroxy group,thus permitting a more efficient preparation of proper glycosyl building blocks for the oligosaccharide *** the present study,cyanide was envisaged to be capable of differentiating between differently positioned hydroxy ***,with 1,2-cis-diols,having an equatorial and an axial hydroxy group,the thermodynamically unfavorable axial O-acylation product was highly regioselectively formed by benzoyl cyanide or acetyl cyanide as acylating agent and DMAP as catalyst at-78 o C;acyl migration was not observed under these *** phenomenon was verified with 3,4-O-unproteced galacto-and fucopyranosides and 2,3-O-unprotected *** this cyanide effect was used in series of oligosaccharides synthesis.