2011 年 53 巻 3 号 p. 201-206
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.