Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1824-94-8, is researched, SMILESS is O[C@H]([C@H]([C@H]([C@@H](CO)O1)O)O)[C@@H]1OC, Molecular C7H14O6Journal, European Journal of Organic Chemistry called DBN-Catalyzed Regioselective Acylation of Carbohydrates and Diols in Ethyl Acetate, Author is Ren, Bo; Zhang, Mengyao; Xu, Shijie; Gan, Lu; Zhang, Li; Tang, Lin, the main research direction is diazabicyclononene catalyzed regioselective acylation glycoside preparation anhydride hydrogen bonding.Recommanded Product: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol.
The 1,5-diazabicyclo[4.3.0]non-5-ene (DBN)-catalyzed regioselective acylation of carbohydrates and diols in Et acetate has been developed. The hydroxyl groups can be selectively acylated by the corresponding anhydride in EtOAc in the presence of a catalytic amount (as low as 0.1 equivalent) of DBN at room temperature to 40 °C. This method avoids metal catalysts and toxic solvents, which makes it comparatively green and mild, and it uses less organic base compared with other selective acylation methods. Mechanism studies indicated that DBN could catalyze the selective acylation of hydroxyl moieties through a dual H-bonding interaction.
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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate