Regioselective silylation of sugars through palladium nanoparticle-catalyzed silane alcoholysis.

作者: Mee-Kyung Chung , Galina Orlova , John D. Goddard , Marcel Schlaf , Robert Harris

DOI: 10.1021/JA026723V

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摘要: Palladium (0)-catalyzed silane alcoholysis was applied to sugars for the first time using tert-butyldimethylsilane (TBDMS-H) and Ph3SiH as the silanes. The catalyst is a colloidal …

参考文章(36)
S.N. Blackburn, R.N. Haszeldine, R.V. Parish, J.H. Setchfield, Organosilicon chemistry : XXX. Homogeneous catalysis by iridium(I) complexes of the reaction between silanes and alcohols or dideuterium☆ Journal of Organometallic Chemistry. ,vol. 192, pp. 329- 338 ,(1980) , 10.1016/S0022-328X(00)81223-1
Hannelore H. Brandstetter, Erich Zbiral, Zur Aktivierung partiell silylierter Kohlenhydrate mittels Triphenylphosphan/Azodicarbonsäureester Helvetica Chimica Acta. ,vol. 61, pp. 1832- 1841 ,(1978) , 10.1002/HLCA.19780610528
Valerie A. Walters, Christopher M. Hadad, Yvonne Thiel, Steven D. Colson, Kenneth B. Wiberg, Philip M. Johnson, James B. Foresman, Assignment of the ~A state in bicyclobutane. The multiphoton ionization spectrum and calculations of transition energies Journal of the American Chemical Society. ,vol. 113, pp. 4782- 4791 ,(1991) , 10.1021/JA00013A011
Eduard Bernhardt, Helge Willner, Volker Jonas, Walter Thiel, Friedhelm Aubke, The Tetrakis(carbonyl)dioxoosmium(VI) Cation:trans-[OsO2(CO)4]2+ Angewandte Chemie International Edition. ,vol. 39, pp. 168- 171 ,(2000) , 10.1002/(SICI)1521-3773(20000103)39:1<168::AID-ANIE168>3.0.CO;2-#
Lissa A. Fowley, Demetrius Michos, Xiao-Liang Luo, Robert H. Crabtree, Colloidal palladium, easily formed in organic solvents, is a highly active and stable catalyst for selective hydrogenations and dehydrohalogenations Tetrahedron Letters. ,vol. 34, pp. 3075- 3078 ,(1993) , 10.1016/S0040-4039(00)93383-5
Seok Chang, Eric Scharrer, Maurice Brookhart, Catalytic silane alcoholysis based on the C5H5(CO)(PPh3)Fe+ moiety. NMR spectroscopic identification of key intermediates Journal of Molecular Catalysis A-chemical. ,vol. 130, pp. 107- 119 ,(1998) , 10.1016/S1381-1169(97)00205-7
Stephen Hanessian, Pierre Lavallee, The Preparation and Synthetic Utility of tert-Butyldiphenylsilyl Ethers Canadian Journal of Chemistry. ,vol. 53, pp. 2975- 2977 ,(1975) , 10.1139/V75-419
James M. Blackwell, Katherine L. Foster, Victoria H. Beck, Warren E. Piers, B(C6F5)3-Catalyzed Silation of Alcohols: A Mild, General Method for Synthesis of Silyl Ethers Journal of Organic Chemistry. ,vol. 64, pp. 4887- 4892 ,(1999) , 10.1021/JO9903003