Synfacts 2009(7): 0808-0808  
DOI: 10.1055/s-0029-1217233
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Methanolysis with a Polymer-Supported Organocatalyst

Contributor(s): Yasuhiro Uozumi, Takao Osako
S. H. Youk, S. H. Oh, H. S. Rho, J. E. Lee, J. W. Lee, C. E. Song*
Sungkyunkwan University, Suwon and AmorePacific Corporation, Yongin, Korea
Further Information

Publication History

Publication Date:
22 June 2009 (online)


A polymer-supported cinchona-based sulfonamide 1 was prepared by treatment of 9-amino-(9-deoxy)-epiquinine with 4-vinylbenzylsulfonyl chloride followed by the copolymerization with styrene and 1,4-divinylbenzene (eq. 1). The sulfonamide 1 catalyzed the ring-opening methanolysis of cyclic anhydrides in MTBE to afford the corresponding hemiesters in up to >99% yield with up to 97% ee (7 examples, eq. 2).