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Updated: May 31, 2026

Isotopic Effect in Double Proton Transfer Process of Porphycene Investigated by Enhanced QM/MM Method
Published on: July 19, 2019
Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution
Tsuneomi Kawasaki1, Yasushi Okano, Etsuharu Suzuki
1Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Japan. tkawa@rs.kagu.tus.ac.jp
Abstract:
Trigger happy: chiral oxygen isotopomers of hydrobenzoin ([(18)O](R)-1 and [(18)O](S)-1) acted as chiral triggers to induce the enantioselective addition of iPr(2)Zn to pyrimidine-5-carbaldehyde. An extremely small chiral influence arising from the presence of the oxygen isotope ((18)O) is amplified through asymmetric autocatalysis to enantioenrich the 5-pyrimidyl alkanol product.
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