KS
Kenso Soai
asymmetric amplificationautocatalysischiralityasymmetric autocatalysisasymmetric catalysishomochirality5-pyrimidyl alkanolenantioselectivityorigin of homochiralitySoai reaction
On Valency
published · living versionsW_2ajarcrs·v1 · currentpublished
Role of Asymmetric Autocatalysis in the Elucidation of Origins of Homochirality of Organic Compounds
with Tsuneomi Kawasaki, Arimasa Matsumoto
1 version
W_9yg969x5·v1published
W_kyxnht6w·v1published
W_f6w2p2ta·v1published
Preprints & journals
57 papers in the corpus · 1999–2023Achiral 2-pyridone and 4-aminopyridine act as chiral inducers of asymmetric autocatalysis with amplification of enantiomeric excess via the formation of chiral crystals.37621025 · Matsumoto, Arimasa, Tateishi, Daisuke, Nakajima, Tsuyoshi et al.2023 · 4 citationsChirality. 2024;36(1):e23617
Asymmetric Autocatalysis as an Efficient Link Between the Origin of Homochirality and Highly Enantioenriched Compounds.35960427 · Soai, Kenso, Kawasaki, Tsuneomi, Matsumoto, Arimasa2022 · 9 citationsOrigins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life. 2022;52(1-3):57-74
Circular dichroism spectroscopy of catalyst preequilibrium in asymmetric autocatalysis of pyrimidyl alkanol.34622895 · Matsumoto, Arimasa, Tanaka, Ayame, Kaimori, Yoshiyasu et al.2021 · 10 citationsChemical communications (Cambridge, England). 2021;57(85):11209-11212
Asymmetric autocatalysis triggered by triglycine sulfate with switchable chirality by altering the direction of the applied electric field.34023863 · Kawasaki, Tsuneomi, Kaimori, Yoshiyasu, Shimada, Seiya et al.2021 · 14 citationsChemical communications (Cambridge, England). 2021;57(49):5999-6002
Achiral amino acid glycine acts as an origin of homochirality in asymmetric autocatalysis.30932119 · Matsumoto, Arimasa, Ozaki, Hanae, Tsuchiya, Sumeru et al.2019 · 27 citationsOrganic & biomolecular chemistry. 2019;17(17):4200-4203
Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions.30968100 · Kaimori, Yoshiyasu, Hiyoshi, Yui, Kawasaki, Tsuneomi et al.2019 · 28 citationsChemical communications (Cambridge, England). 2019;55(36):5223-5226
Asymmetric autocatalysis. Chiral symmetry breaking and the origins of homochirality of organic molecules.30853700 · Soai, Kenso2019 · 62 citationsProceedings of the Japan Academy. Series B, Physical and biological sciences. 2019;95(3):89-110
Reversal of the sense of enantioselectivity between 1- and 2-aza[6]helicenes used as chiral inducers of asymmetric autocatalysis.28102409 · Matsumoto, Arimasa, Yonemitsu, Kento, Ozaki, Hanae et al.2018 · 45 citationsOrganic & biomolecular chemistry. 2017;15(6):1321-1324
Unusual reversal of enantioselectivity in the asymmetric autocatalysis of pyrimidyl alkanol triggered by chiral aromatic alkanols and amines.27942665 · Matusmoto, Arimasa, Fujiwara, Satoshi, Hiyoshi, Yui et al.2018 · 27 citationsOrganic & biomolecular chemistry. 2017;15(3):555-558
Can the analyte-triggered asymmetric autocatalytic Soai reaction serve as a universal analytical tool for measuring enantiopurity and assigning absolute configuration?27714244 · Welch, Christopher J, Zawatzky, Kerstin, Makarov, Alexey A et al.2018 · 11 citationsOrganic & biomolecular chemistry. 2016;15(1):96-101
Achiral Inorganic Gypsum Acts as an Origin of Chirality through Its Enantiotopic Surface in Conjunction with Asymmetric Autocatalysis.27906493 · Matsumoto, Arimasa, Kaimori, Yoshiyasu, Uchida, Mizuki et al.2018 · 46 citationsAngewandte Chemie (International ed. in English). 2017;56(2):545-548
Point-to-Point Ultra-Remote Asymmetric Control with Flexible Linker.27801951 · Kawasaki, Tsuneomi, Ishikawa, Yasuyuki, Minato, Yoshihiro et al.2017 · 10 citationsChemistry (Weinheim an der Bergstrasse, Germany). 2017;23(2):282-285
Asymmetric Induction by a Nitrogen 14 N/15 N Isotopomer in Conjunction with Asymmetric Autocatalysis.27754589 · Matsumoto, Arimasa, Ozaki, Hanae, Harada, Shunya et al.2018 · 53 citationsAngewandte Chemie (International ed. in English). 2016;55(49):15246-15249
Crystal Structure of the Isopropylzinc Alkoxide of Pyrimidyl Alkanol: Mechanistic Insights for Asymmetric Autocatalysis with Amplification of Enantiomeric Excess.26494200 · Matsumoto, Arimasa, Abe, Takaaki, Hara, Atsushi et al.2016 · 75 citationsAngewandte Chemie (International ed. in English). 2015;54(50):15218-21
Helical mesoporous silica as an inorganic heterogeneous chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess.25803308 · Kawasaki, Tsuneomi, Araki, Yuko, Hatase, Kunihiko et al.2016 · 65 citationsChemical communications (Cambridge, England). 2015;51(42):8742-4on Valency
Asymmetric autocatalysis of pyrimidyl alkanol and its application to the study on the origin of homochirality.25511374 · Soai, Kenso, Kawasaki, Tsuneomi, Matsumoto, Arimasa2015 · 181 citationsAccounts of chemical research. 2014;47(12):3643-54
Self-replication and amplification of enantiomeric excess of chiral multifunctionalized large molecules by asymmetric autocatalysis.25195925 · Kawasaki, Tsuneomi, Nakaoda, Mai, Takahashi, Yutaro et al.2015 · 32 citationsAngewandte Chemie (International ed. in English). 2014;53(42):11199-202
The origins of homochirality examined by using asymmetric autocatalysis.24449510 · Soai, Kenso, Kawasaki, Tsuneomi, Matsumoto, Arimasa2014 · 89 citationsChemical record (New York, N.Y.). 2014;14(1):70-83
Asymmetric autocatalysis initiated by finite single-wall carbon nanotube molecules with helical chirality.24417337 · Hitosugi, Shunpei, Matsumoto, Arimasa, Kaimori, Yoshiyasu et al.2014 · 33 citationsOrganic letters. 2014;16(3):645-7
Asymmetric autocatalysis induced by cinnabar: observation of the enantioselective adsorption of a 5-pyrimidyl alkanol on the crystal surface.23881646 · Shindo, Hitoshi, Shirota, Yusuke, Niki, Kaori et al.2014 · 59 citationsAngewandte Chemie (International ed. in English). 2013;52(35):9135-8
Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerin.23487262 · Matsumoto, Arimasa, Oji, Shotaro, Takano, Shizuka et al.2013 · 45 citationsOrganic & biomolecular chemistry. 2013;11(18):2928-31
Asymmetric autocatalysis initiated by achiral nucleic acid base adenine: implications on the origin of homochirality of biomolecules.22992576 · Mineki, Hiroko, Hanasaki, Taichi, Matsumoto, Arimasa et al.2013 · 42 citationsChemical communications (Cambridge, England). 2012;48(85):10538-40
Absolute chirality of the γ-polymorph of glycine: correlation of the absolute structure with the optical rotation.22576375 · Ishikawa, Kazuhiko, Tanaka, Masahito, Suzuki, Toshiya et al.2016 · 29 citationsChemical communications (Cambridge, England). 2012;48(48):6031-3
Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution.21761523 · Kawasaki, Tsuneomi, Okano, Yasushi, Suzuki, Etsuharu et al.2013 · 78 citationsAngewandte Chemie (International ed. in English). 2011;50(35):8131-3
Enantioselective C-C bond formation as a result of the oriented prochirality of an achiral aldehyde at the single-crystal face upon treatment with a dialkyl zinc vapor.21678535 · Kawasaki, Tsuneomi, Kamimura, Sayaka, Amihara, Ai et al.2011 · 45 citationsAngewandte Chemie (International ed. in English). 2011;50(30):6796-8
Enantioselective synthesis induced by chiral crystal composed of DL-serine in conjunction with asymmetric autocatalysis.21434610 · Kawasaki, Tsuneomi, Sasagawa, Taisuke, Shiozawa, Kazuya et al.2011 · 34 citationsOrganic letters. 2011;13(9):2361-3
A reversal phenomenon of enantioface selectivity by the cooperative operation of two chiral catalysts.21431117 · Kawasaki, Tsuneomi, Wakushima, Yuki, Asahina, Mai et al.2011 · 18 citationsChemical communications (Cambridge, England). 2011;47(18):5277-9
Generation of absolute controlled crystal chirality by the removal of crystal water from achiral crystal of nucleobase cytosine.20196621 · Kawasaki, Tsuneomi, Hakoda, Yuko, Mineki, Hiroko et al.2010 · 65 citationsJournal of the American Chemical Society. 2010;132(9):2874-5
Asymmetric autocatalysis induced by chiral crystals of achiral tetraphenylethylenes.19911300 · Kawasaki, Tsuneomi, Nakaoda, Mai, Kaito, Nobuhiro et al.2010 · 50 citationsOrigins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life. 2010;40(1):65-78
Discrimination of cryptochirality in chiral isotactic polystyrene by asymmetric autocatalysis.19753377 · Kawasaki, Tsuneomi, Hohberger, Christiane, Araki, Yuko et al.2009 · 41 citationsChemical communications (Cambridge, England). 2009(37):5621-3
Asymmetric autocatalysis induced by meteoritic amino acids with hydrogen isotope chirality.19597604 · Kawasaki, Tsuneomi, Shimizu, Masako, Nishiyama, Daisuke et al.2009 · 83 citationsChemical communications (Cambridge, England). 2009(29):4396-8
Asymmetric autocatalysis triggered by carbon isotope (13C/12C) chirality.19325079 · Kawasaki, Tsuneomi, Matsumura, Yukari, Tsutsumi, Takashi et al.2009 · 222 citationsScience (New York, N.Y.). 2009;324(5926):492-5
Highly enantioselective asymmetric autocatalysis using chiral ruthenium complex-ion-exchanged synthetic hectorite as a chiral initiator.19262924 · Kawasaki, Tsuneomi, Omine, Toshiki, Suzuki, Kenta et al.2009 · 22 citationsOrganic & biomolecular chemistry. 2009;7(6):1073-5
Enantioselective synthesis utilizing enantiomorphous organic crystal of achiral benzils as a source of chirality in asymmetric autocatalysis.18722453 · Kawasaki, Tsuneomi, Harada, Yuuki, Suzuki, Kenta et al.2008 · 42 citationsOrganic letters. 2008;10(18):4085-8
Mechanistic insights in the reversal of enantioselectivity of chiral catalysts by achiral catalysts in asymmetric autocatalysis.18271582 · Lutz, François, Igarashi, Takashi, Kinoshita, Tomoyuki et al.2008 · 68 citationsJournal of the American Chemical Society. 2008;130(10):2956-8
Achiral nucleobase cytosine acts as an origin of homochirality of biomolecules in conjunction with asymmetric autocatalysis.18058873 · Kawasaki, Tsuneomi, Suzuki, Kenta, Hakoda, Yuko et al.2008 · 115 citationsAngewandte Chemie (International ed. in English). 2008;47(3):496-9
Spontaneous absolute asymmetric synthesis in the presence of achiral silica gel in conjunction with asymmetric autocatalysis.16612805 · Kawasaki, Tsuneomi, Suzuki, Kenta, Shimizu, Masako et al.2007 · 110 citationsChirality. 2006;18(7):479-82
Discovery of asymmetric autocatalysis with amplification of chirality and its implication in chiral homogeneity of biomolecules.16676331 · Soai, Kenso, Kawasaki, Tsuneomi2007 · 90 citationsChirality. 2006;18(7):469-78
Chiral discrimination of cryptochiral saturated quaternary and tertiary hydrocarbons by asymmetric autocatalysis.16669661 · Kawasaki, Tsuneomi, Tanaka, Hiroyuki, Tsutsumi, Takashi et al.2007 · 103 citationsJournal of the American Chemical Society. 2006;128(18):6032-3
Enantioselective synthesis mediated by chiral crystal of achiral hippuric acid in conjunction with asymmetric autocatalysis.16622512 · Kawasaki, Tsuneomi, Suzuki, Kenta, Hatase, Kunihiko et al.2007 · 69 citationsChemical communications (Cambridge, England). 2006(17):1869-71
Small amounts of achiral beta-amino alcohols reverse the enantioselectivity of chiral catalysts in cooperative asymmetric autocatalysis.16131182 · Lutz, François, Igarashi, Takashi, Kawasaki, Tsuneomi et al.2005 · 70 citationsJournal of the American Chemical Society. 2005;127(35):12206-7
Asymmetric amplification using chiral cocrystals formed from achiral organic molecules by asymmetric autocatalysis.15798980 · Kawasaki, Tsuneomi, Jo, Kazumichi, Igarashi, Hirotaka et al.2006 · 94 citationsAngewandte Chemie (International ed. in English). 2005;44(18):2774-2777
Enantioselective synthesis of near enantiopure compound by asymmetric autocatalysis triggered by asymmetric photolysis with circularly polarized light.15755133 · Kawasaki, Tsuneomi, Sato, Mirai, Ishiguro, Saori et al.2005 · 305 citationsJournal of the American Chemical Society. 2005;127(10):3274-5
Asymmetric synthesis utilizing circularly polarized light mediated by the photoequilibrium of chiral olefins in conjunction with asymmetric autocatalysis.15340950 · Sato, Itaru, Sugie, Rie, Matsueda, Yohei et al.2005 · 110 citationsAngewandte Chemie (International ed. in English). 2004;43(34):4490-2
The asymmetric power of chiral ligands determined by competitive asymmetric autocatalysis.15128249 · Lutz, François, Sato, Itaru, Soai, Kenso2005 · 24 citationsOrganic letters. 2004;6(10):1613-6
Asymmetric autocatalysis induced by chiral hydrocarbon [2.2]paracyclophanes.12929417 · Sato, Itaru, Ohno, Atsushi, Aoyama, Yohei et al.2004 · 19 citationsOrganic & biomolecular chemistry. 2003;1(2):244-6
Amplification of chirality from extremely low to greater than 99.5 % ee by asymmetric autocatalysis.12548688 · Sato, Itaru, Urabe, Hiroki, Ishiguro, Saori et al.2003 · 233 citationsAngewandte Chemie (International ed. in English). 2003;42(3):315-7
Asymmetric autocatalysis and its application to chiral discrimination.12112326 · Soai, Kenso, Sato, Itaru2002 · 90 citationsChirality. 2002;14(7):548-54
Highly enantioselective asymmetric autocatalysis of 2-alkenyl- and 2-vinyl-5-pyrimidyl alkanols with significant amplification of enantiomeric excess.11835560 · Sato, Itaru, Yanagi, Tomotaka, Soai, Kenso2002 · 31 citationsChirality. 2002;14(2-3):166-8
Asymmetric synthesis with a chiral catalyst generated from asymmetric autocatalysis.11720552 · Sato, I, Urabe, H, Ishii, S et al.2002 · 20 citationsOrganic letters. 2001;3(24):3851-4
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