Enantioselective allylic alkylation using polymer-supported palladium catalysts
作者： Kristina Hallman , Emmanuel Macedo , Kerstin Nordström , Christina Moberg
DOI: 10.1016/S0957-4166(99)00416-4
关键词: Catalysis 、 Polystyrene 、 Enantioselective synthesis 、 Polymer chemistry 、 Palladium 、 Carboxylic acid 、 Organic chemistry 、 Dimethyl malonate 、 Monomer 、 Tsuji–Trost reaction 、 Chemistry
摘要: Abstract Chiral 2′-(4″,5″-dihydro-2″-oxazolyl)-6′-(1-hydroxyalkyl)pyridines were grafted via ester-linkages directly to cross-linked polystyrene and polyethyleneglycol-containing resins TentaGel ArgoGel functionalized with carboxylic acid groups or spacers containing a group. The polymeric ligands used in the palladium-catalyzed substitution of rac-1,3-diphenyl-2-propenyl acetate dimethyl malonate. enantioselectivities (up 80% ee) similar those observed employing an analogous monomeric catalyst.
elsevier.com
sci-hub.se 参考文章(42)
Stephen J. Shuttleworth, Allin, Pradeep K. Sharma, FUNCTIONALISED POLYMERS : RECENT DEVELOPMENTS AND NEW APPLICATIONS IN SYNTHETIC ORGANIC CHEMISTRY Synthesis. ,vol. 1997, pp. 1217- 1239 ,(1997) , 10.1055/S-1997-1358
H. Brunner, T. Chuard, Asymmetric catalysis, part 91: Enantioselective monophenylation ofcis-1,2-cyclopentanediol with triphenylbismuth diacetate and chiral copper(II) complexes as catalysts Monatshefte Fur Chemie. ,vol. 125, pp. 1293- 1300 ,(1994) , 10.1007/BF00811078
Oyo Mitsunobu, The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products Synthesis. ,vol. 1981, pp. 1- 28 ,(1981) , 10.1055/S-1981-29317
Poly(ethylene glycol): Chemistry and Biological Applications American Chemical Society. ,(1997) , 10.1021/BK-1997-0680
Manfred Pröbster, Asymmetrische Katalysen Journal of Organometallic Chemistry. ,vol. 417, pp. C63- C65 ,(1991) , 10.1016/0022-328X(91)80208-2
E. Chin, J. W. Goodby, A Protection-Deprotection Method for the Synthesis of Substituted Benzoyloxybenzoates Molecular Crystals and Liquid Crystals. ,vol. 141, pp. 311- 320 ,(1986) , 10.1080/00268948608079617
Urs Leutenegger, Gisela Umbricht, Christoph Fahrni, Peter von Matt, Andreas Pfaltz, 5-aza-semicorrins: A new class of bidentate nitrogen ligands for enantioselective catalysis Tetrahedron. ,vol. 48, pp. 2143- 2156 ,(1992) , 10.1016/S0040-4020(01)88880-3
Richard M. Angell, Anthony G. M. Barrett, D. Christopher Braddock, Steven Swallow, Benjamin D. Vickery, Enantioselective synthesis of homoallylic alcohols using
(E)-but-2-enyl-trichlorosilane and chiral diamines Chemical Communications. pp. 919- 920 ,(1997) , 10.1039/A701244F
Barry M. Trost, David L. Van Vranken, Asymmetric Transition Metal-Catalyzed Allylic Alkylations. Chemical Reviews. ,vol. 96, pp. 395- 422 ,(1996) , 10.1021/CR9409804
Emmanuel Macedo, Christina Moberg, Enantioselective addition of diethylzinc to aldehydes catalyzed by pyridineoxazolinealcohols Tetrahedron-asymmetry. ,vol. 6, pp. 549- 558 ,(1995) , 10.1016/0957-4166(95)00039-R