糖基受体衍生的硼酸酯促进的 1,2-脱水甘露糖供体的直接和 β-立体选择性甘露糖苷化反应。
Glycosyl-Acceptor-Derived Borinic Ester-Promoted Direct and β-Stereoselective Mannosylation with a 1,2-Anhydromannose Donor.
机构信息
Department of Applied Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
出版信息
Org Lett. 2016 May 6;18(9):2288-91. doi: 10.1021/acs.orglett.6b00926. Epub 2016 Apr 19.
β-Stereoselective mannosylations were conducted using a 1,2-anhydromannose donor and mono-ol acceptors in the presence of a glycosyl-acceptor-derived borinic ester. Reactions proceeded smoothly under mild conditions to provide the corresponding β-mannosides with high stereoselectivity in moderate to high yields. In addition, the present glycosylation method was applied successfully to the total synthesis of acremomannolipin A.
采用 1,2-脱水甘露糖供体和单醇受体，在糖基受体衍生的硼酸酯存在下进行β-立体选择性甘露糖苷化反应。在温和条件下，反应顺利进行，以中等到高产率得到相应的β-甘露糖苷，具有高立体选择性。此外，本糖苷化方法成功地应用于 acremomannolipin A 的全合成。
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