Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Org Lett. 2013 Aug 2;15(15):3974-7. doi: 10.1021/ol401755e. Epub 2013 Jul 23.
A new β-stereoselective D- and L-arabinofuranosylation method has been developed employing 5-O-(2-quinolinecarbonyl) substituted arabinosyl ethyl thioglycosides as glycosyl donors. The approach allows a wide range of acceptor substrates to be used; the β-selectivity is good-to-excellent. Stereoselective synthesis of a mannose-capped octasaccharide portion from a mycobacterial cell wall polysaccharide was then carried out to demonstrate the utility of this methodology.
一种新的β-立体选择性 D-和 L-阿拉伯呋喃糖基化方法已经开发出来,采用 5-O-(2-喹啉甲酰基)取代的阿拉伯糖基乙基硫代糖苷作为糖基供体。该方法允许使用广泛的受体底物;β-选择性良好至优秀。然后,从分枝杆菌细胞壁多糖中立体选择性合成甘露糖封端的八糖部分,以证明该方法的实用性。