Absolute asymmetric synthesis in enantioselective autocatalytic reaction networks: Theoretical games, speculations on chemical evolution and perhaps a synthetic …

JM Ribó, C Blanco, J Crusats… - … A European Journal, 2014 - Wiley Online Library
The Soai reaction and the Viedma deracemization of racemic conglomerate crystal mixtures
are experimental pieces of evidence of the ability of enantioselective autocatalytic coupled …

Asymmetric autocatalysis of pyrimidyl alkanol and related compounds. Self-replication, amplification of chirality and implication for the origin of biological …

K Soai, T Kawasaki, A Matsumoto - Tetrahedron, 2018 - Elsevier
We discovered asymmetric autocatalysis in the enantioselective addition of diisopropylzinc
to pyrimidine-5-carbaldehyde, where the product 5-pyrimidyl alkanol acts as a highly …

Crystal structure of the isopropylzinc alkoxide of pyrimidyl alkanol: mechanistic insights for asymmetric autocatalysis with amplification of enantiomeric excess

A Matsumoto, T Abe, A Hara, T Tobita… - Angewandte …, 2015 - Wiley Online Library
Asymmetric amplification during self‐replication is a key feature that is used to explain the
origin of homochirality. Asymmetric autocatalysis of pyrimidyl alkanol in the asymmetric …

Asymmetric Induction by a Nitrogen 14N/15N Isotopomer in Conjunction with Asymmetric Autocatalysis

A Matsumoto, H Ozaki, S Harada, K Tada… - Angewandte …, 2016 - Wiley Online Library
Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen
isotopes, is usually not considered a source of chirality in a chemical reaction. An N2, N2 …

Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution.

T Kawasaki, Y Okano, E Suzuki, S Takano… - … (International ed. in …, 2011 - europepmc.org
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 …

Helical mesoporous silica as an inorganic heterogeneous chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess

T Kawasaki, Y Araki, K Hatase, K Suzuki… - Chemical …, 2015 - pubs.rsc.org
Mesoporous silica has been used as a heterogeneous support for catalysts; however,
asymmetric induction by the helicity of inorganic mesoporous silica itself has not yet been …

Excess mutual catalysis is required for effective evolvability

O Markovitch, D Lancet - Artificial life, 2012 - direct.mit.edu
It is widely accepted that autocatalysis constitutes a crucial facet of effective replication and
evolution (eg, in Eigen's hypercycle model). Other models for early evolution (eg, by Dyson …

Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid–vapor phase …

Y Kaimori, Y Hiyoshi, T Kawasaki… - Chemical …, 2019 - pubs.rsc.org
Among several theories proposed for the origin of homochirality, absolute asymmetric
synthesis is unique because it produces chiral compounds without the intervention of any …

Asymmetric autocatalysis induced by cinnabar: observation of the enantioselective adsorption of a 5-pyrimidyl alkanol on the crystal surface.

H Shindo, Y Shirota, K Niki… - Angewandte …, 2013 - search.ebscohost.com
A chiral mineral, cinnabar, served as a chiral source of asymmetric autocatalysis to afford
enantioenriched 5‐pyrimidyl alkanol. The adsorption structures of related compounds were …

Achiral inorganic gypsum acts as an origin of chirality through its enantiotopic surface in conjunction with asymmetric autocatalysis

A Matsumoto, Y Kaimori, M Uchida… - Angewandte Chemie …, 2017 - Wiley Online Library
Achiral inorganic gypsum (CaSO4⋅ 2 H2O) triggers the asymmetric autocatalysis of
pyrimidyl alkanol on its two‐dimensional enantiotopic faces to give highly enantioenriched …