Donnerstag, 16. Oktober 2014, 14:15 - 15:30 iCal
"Asymmetric Autocatalysis and the Origin of Homochirality"
Prof. Kenso Soai / Tokyo University of Science
Hörsaal III der Fakultät für Chemie
Währinger Straße 38, 1090 Wien
Vortrag
Asymmetric Autocatalysis and the Origin of Homochirality
Kenso Soai /
Department of Applied Chemistry, Tokyo University of Science
Asymmetric autocatalysis is a reaction in which chiral product acts as chiral catalyst for its own production. The process is an automultiplic ation of a chiral compound. We
found pyrimidyl alkanol is an efficient asymmetric
autocatalysis with amplification of enantiomeric excess in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde.
1
Starting from pyrimidyl alkanol with extremely low
ee, three consecutive asymmetric autocatalysis enhanced
the ee to >99.5% ee with significant multiplication of the amount.
By using asymmetric autocatalysis, chiral isotopomers,
2
enantiotopic face of achiral crystal,
3
chiral inorganic mineral such as cinnabar
4
were found to act as the origin of chirality to afford pyrimidyl alkanols with high ee.
5
Asymmetric autocatalysis with large multi function
alized compound is also achieved.
6
References:
1. K. Soai, T. Shibata, H. Morioka, K. Choji,
Nature, 1995,
378, 767-768.
2. T. Kawasaki, Y. Okano, E. Suzuki, S. Takano,
S. Oji, K. Soai,
Angew. Chem. Int. Ed., 2011,
50, 8131-8133.
3. T. Kawasaki, S. Kamimura, A. Amihara, K. Suzuki,
K. Soai,
Angew. Chem. Int. Ed., 2011,
50, 6796-6798.
4. H. Shindo, Y. Shirota, K. Niki, T. Kawasaki,
K. Suzuki, Y. Araki, A. Matsumoto,
K. Soai,
Angew. Chem. Int. Ed., 2013,
52, 9135-9138.
5. K. Soai, T. Kawasaki, A. Matsumoto,
Chem. Record, 2014,
14, 70-83.
6. T. Kawasaki, M. Nakaoda, Y. Takahashi, Y. Kanto,
N. Kuruhara, K. Hosoi, I. Sato,
A. Matsumoto, K. Soai,
Angew. Chem. Int. Ed., 2014.
DOI: 10.1002/anie.201405441.
Veranstalter
Kontakt
Brigitte Schwarz
Fakultät für Chemie der Universität Wien
Dekanat
01/4277-52006
brigitte_schwarz@univie.ac.at
Erstellt am Mittwoch, 24. September 2014, 15:41
Letzte Änderung am Donnerstag, 25. September 2014, 10:39