Resin type can have important effects on solid phase asymmetricalkylation reactions

作者: Kevin Burgess , Dongyeol Lim

DOI: 10.1039/A608524E

关键词:

摘要: A new N-propionylated oxazolidinone 1 is prepared; asymmetric alkylations of this auxiliary proceed with varying yields and enantioselectivities when supported on Merrifield, Wang and TentaGel R PHB resins.

参考文章(14)
Michael Reggelin, Volker Brenig, Towards polyketide libraries: Iterative, asymmetric aldol reactions on a solid support Tetrahedron Letters. ,vol. 37, pp. 6851- 6852 ,(1996) , 10.1016/0040-4039(96)01527-4
Thomas A. Rano, Kevin T. Chapman, Solid phase synthesis of aryl ethers via the mitsunobu reaction Tetrahedron Letters. ,vol. 36, pp. 3789- 3792 ,(1995) , 10.1016/0040-4039(95)00607-E
Eric M. Gordon, Ronald W. Barrett, William J. Dower, Stephen P. A. Fodor, Mark A. Gallop, Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis, library screening strategies, and future directions. Journal of Medicinal Chemistry. ,vol. 37, pp. 1385- 1401 ,(1994) , 10.1021/JM00036A001
Colin R. McArthur, Paul M. Worster, Ji-Long Jiang, Clifford C. Leznoff, Polymer supported enantioselective reactions. II. α-Methylation of cyclohexanone Canadian Journal of Chemistry. ,vol. 60, pp. 1836- 1841 ,(1982) , 10.1139/V82-254
Lutz S. Richter, Thomas R. Gadek, A surprising observation about Mitsunobu reactions in solid phase synthesis Tetrahedron Letters. ,vol. 35, pp. 4705- 4706 ,(1994) , 10.1016/S0040-4039(00)76946-2
Xenia Beebe, Neil E. Schore, Mark J. Kurth, Polymer-supported synthesis of 2,5-disubstituted tetrahydrofurans Journal of the American Chemical Society. ,vol. 114, pp. 10061- 10062 ,(1992) , 10.1021/JA00051A048
Viktor Krchňák, Zuzka Flegelová, Aleksandra S. Weichsel, Michal Lebl, Polymer-Supported Mitsunobu Ether Formation and its Use in Combinatorial Chemistry Tetrahedron Letters. ,vol. 36, pp. 6193- 6196 ,(1995) , 10.1016/0040-4039(95)01247-F
Steven M. Allin, Stephen J. Shuttleworth, THE PREPARATION AND FIRST APPLICATION OF A POLYMER-SUPPORTED EVANS OXAZOLIDINONE Tetrahedron Letters. ,vol. 37, pp. 8023- 8026 ,(1996) , 10.1016/0040-4039(96)01815-1
Mark A. Gallop, Ronald W. Barrett, William J. Dower, Stephen P. A. Fodor, Eric M. Gordon, Applications of combinatorial technologies to drug discovery. 1. Background and peptide combinatorial libraries. Journal of Medicinal Chemistry. ,vol. 37, pp. 1233- 1251 ,(1994) , 10.1021/JM00035A001
Hong-sik Moon, Neil E. Schore, Mark J. Kurth, A polymer-supported C2-symmetric chiral auxiliary: Preparation of non-racemic 3,5-disubstituted-γ-butyrolactones Tetrahedron Letters. ,vol. 35, pp. 8915- 8918 ,(1994) , 10.1016/0040-4039(94)88388-2