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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Stohner, Jürgen

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Volume 84, Issue 7


Designer chiral phase-transfer catalysts for green sustainable chemistry

Keiji Maruoka
  • Corresponding author
  • Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2012-03-13 | DOI: https://doi.org/10.1351/PAC-CON-11-09-31

A series of chiral quaternary ammonium salts derived from commercially available (R)- or (S)-binaphthol have been designed as new C2-symmetric chiral phase-transfer catalysts. In order to realize the flexible design of these phase-transfer catalysts, the combinatorial design approach has been developed. Chiral high-performance organocatalysts, thus obtained, have been successfully applied to the highly practical asymmetric synthesis of various amino acid derivatives, including α-alkyl and α,α-dialkyl-α-amino acids in addition to alkaloids. Furthermore, several chiral bifunctional phase-transfer catalysts have been designed and synthesized for effecting base-free phase-transfer reactions under essentially neutral conditions in order to realize green sustainable chemistry.

Keywords: alkaloid synthesis; alkylation; amino acids; asymmetric synthesis; bifunctional catalysis; green sustainable chemistry; organocatalyst; phase-transfer catalysis


International Conference on Heterocyclic Chemistry (ICHC-23), International Congress on Heterocyclic Chemistry, ICHC, Heterocyclic Chemistry, 23rd, Glasgow, UK, 2011-07-31–2011-08-04


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About the article

Published Online: 2012-03-13

Published in Print: 2012-03-13

Citation Information: Pure and Applied Chemistry, Volume 84, Issue 7, Pages 1575–1585, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/PAC-CON-11-09-31.

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