TITLE

Symmetry Breaking in Asymmetric Autocatalysis of Pyrimidyl Alkanol

AUTHOR(S)
Soai, Kenso; Kawasaki, Tsuneomi
PUB. DATE
March 2008
SOURCE
AIP Conference Proceedings;3/5/2008, Vol. 979 Issue 1, p68
SOURCE TYPE
Academic Journal
DOC. TYPE
Article
ABSTRACT
Asymmetric autocatalysis is a reaction in which chiral product acts as a chiral catalyst for its own production. Pyrimidyl alkanol was found to act as asymmetric autocatalysts with significant amplification of enantiopurity in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde. Symmetry breaking is observed in the reaction between the aldehyde and diisopropylzinc without adding chiral substance. Enantioenriched pyrimidyl alkanol was obtained with stochastic distribution of R and S-enantiomers. This is a unique example of spontaneous absolute asymmetric synthesis. Asymmetric autocatalysis is also described using chiral initiators such as circularly polarized light, quartz, chiral crystal of achiral cytosine.
ACCESSION #
31193238

 

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