Crich David, Banerjee Abhisek
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
Org Lett. 2005 Mar 31;7(7):1395-8. doi: 10.1021/ol050224s.
[reaction: see text] A method for the direct stereocontrolled synthesis of D- and L-glycero-beta-D-manno-heptopyranosides such as those found in the repeating unit of the O-specific polysaccharide from the CNCTC 113/92 LPS (serotype 54) is described. The method relies on the presence of a 4,6-O-benzylidene acetal to effect stereocontrol at the anomeric center; the configuration at C6 (L- or D-glycero) is of minimal importance.
[反应：见正文] 描述了一种直接立体控制合成D-和L-甘油-β-D-甘露庚吡喃糖苷的方法，例如在来自CNCTC 113/92 LPS（血清型54）的O-特异性多糖重复单元中发现的那些糖苷。该方法依赖于4,6-O-亚苄基缩醛的存在来实现异头中心的立体控制；C6处的构型（L-或D-甘油）的重要性最小。
Zotero 插件