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 Using DMF as Both a Catalyst and Cosolvent for the Regioselective Silylation of Polyols and Diols, Author is Lv, Jian; Luo, Tao; Zou, Dapeng; Dong, Hai, the main research direction is regioselective silylation glycoside polyol diol DMF catalyst cosolvent.Name: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol.
Highly regioselective silylation of primary hydroxyl groups of unprotected polyols and diols was obtained by the use of a mixed solvent of MeCN/DMF (10:1) in this study. DMF was discovered to be a good catalyst in this reaction, although the silylation using DMF as a solvent has been a common method for more than 40 years. The catalytic mechanism of DMF for the silylation was also proposed herein after intensive investigation of the reaction by NMR techniques. It has been demonstrated that a complex with a 1:1 ratio of the binding partners can be formed between TBSCl and DMF and has an association constant of 12/M, thus activating the silylation.
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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