Nihon Kessho Gakkaishi
Online ISSN : 1884-5576
Print ISSN : 0369-4585
ISSN-L : 0369-4585
Articles
Generation of Chirality by Crystallization of Achiral Organic Compounds and Asymmetric Autocatalysis Induced by Chiral Organic Crystals
Tsuneomi KAWASAKIKenso SOAI
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2011 Volume 53 Issue 3 Pages 201-206

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Abstract
Many achiral organic compounds can crystallize in chiral form to generate the chirality in solid-state. We have investigated the asymmetric autocatalysis with amplification of enantiomeric excess using these crystal formed from achiral compounds as an origin of chirality. When the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde was performed in the presence of chiral crystal, 5-pyrimidyl alkanol was formed in highly enantioselective manner. The absolute configuration of resulting pyrimidyl alkanol was well controlled by the crystal chirality of achiral organic compounds.
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© 2011 The Crystallographic Society of Japan
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