4.6 Article

Synthesis of cinchona alkaloid sulfonamide polymers as sustainable catalysts for the enantioselective desymmetrization of cyclic anhydrides

Journal

RSC ADVANCES
Volume 6, Issue 76, Pages 72300-72305

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ra14535c

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology (Japan)
  2. Grants-in-Aid for Scientific Research [15K05517, 15H00732] Funding Source: KAKEN

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The Mizoroki-Heck polymerization of cinchona-based sulfonamide dimers and aromatic diiodides was investigated in the presence of a palladium catalyst, to obtain chiral polymers in high yields. An iodobenzenesulfonamide derivative of a cinchona alkaloid was also polymerized via self-polycondensation under the same reaction conditions. The catalytic activities of these chiral polymers were examined by using them as catalysts in the enantioselective desymmetrization of cyclic anhydrides.

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