Rational design of dynamic ammonium salt catalysts towards more flexible and selective function

Kazuaki ISHIHARA

doi:10.2183/pjab.85.290

Proceedings of the Japan Academy, Series B

Online ISSN : 1349-2896
Print ISSN : 0386-2208
ISSN-L : 0386-2208

Reviews

Rational design of dynamic ammonium salt catalysts towards more flexible and selective function

Kazuaki ISHIHARA

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Keywords: acid–base combinsation chemistry, dynamic salt complex, dehydrative condensation, Mannich-type reaction, Diels–Alder reaction, [2+2] cycloaddition reaction

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2009 Volume 85 Issue 8 Pages 290-313

DOI https://doi.org/10.2183/pjab.85.290

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Abstract

This review focuses on the development of dynamic ammonium salt catalysis for selective organic transformations conducted in our laboratory since 2002. Several important concepts in designing of catalysts are described with some examples. In particular, the practial synthesis of chiral 1,1’-binaphthyl-2,2’-disulfonic acid (BINSA) and its application in chiral ammonium salt catalysis for the enantioselective direct Mannich-type reaction are described.

(Communicated by Takao SEKIYA, M.J.A.)

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