Department of Chemistry , Tufts University , 62 Talbot Avenue , Medford , Massachusetts 02155 , United States.
Org Lett. 2019 Dec 6;21(23):9646-9651. doi: 10.1021/acs.orglett.9b03812. Epub 2019 Nov 22.
A flexible route capable of producing libraries of 2,6-dideoxy sugars is described. We have found that Au(JackiePhos)SbFMeCN promotes the conversion of homopropargyl orthoesters into functionalized 2,3-dihydro-4-pyran-4-ones in good to excellent yields (71-90%). These latter compounds can be easily converted into a number of otherwise difficult to access 2,6-dideoxy sugars.
描述了一种灵活的路线,能够生成 2,6-二脱氧糖库。我们发现 Au(JackiePhos)SbFMeCN 促进偕丙基原邻苯二甲酸酯转化为功能化的 2,3-二氢-4-吡喃-4-酮,产率良好至优秀(71-90%)。这些化合物可以很容易地转化为许多难以获得的 2,6-二脱氧糖。