Academy of Scientific and Innovative Research (AcSIR), Indian Institute of Integrative Medicine (IIIM-CSIR), NPC-Division, Jammu-180001, India.
Org Lett. 2015 Sep 18;17(18):4624-7. doi: 10.1021/acs.orglett.5b02364. Epub 2015 Sep 3.
α-C-arylglycosides can be obtained through the addition of aryl zinc reagents to sugar epoxides. The required aryl zinc nucleophiles can be easily obtained from the corresponding boronic acids by B-Zn exchange and attack sugar 1,2 epoxides in a highly diastereoselective fashion to generate 1,2-cis-α-hexapyranosyl aryl glycosides under ligand- and base-free conditions.
α-C-芳基糖苷可以通过芳基锌试剂对糖环氧化物的加成来获得。所需的芳基锌亲核试剂可以很容易地从相应的硼酸通过 B-Zn 交换得到,并以高度非对映选择性的方式攻击糖 1,2-环氧化物,在无配体和碱的条件下生成 1,2-顺式-α-己吡喃基芳基糖苷。