Chiral (S)- and (R)-18O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords (R)- and (S)-pyrimidyl alkanol with high enantiomeric excess, respectively.
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Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerin
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a
Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo, Japan
E-mail: soai@rs.kagu.tus.ac.jp ;
Fax: +81 3 5261 4631 ;
Tel: +81 3 5228 8261
E-mail: soai@rs.kagu.tus.ac.jp ;
Fax: +81 3 5261 4631 ;
Tel: +81 3 5228 8261
b
Department of Material Science and Engineering, University of Fukui, Bunkyo, Fukui, Japan
c
Research Center for Chirality, RIST, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo, Japan
Org. Biomol. Chem., 2013,11, 2928-2931
DOI: 10.1039/C3OB40293B
Received 08 Feb 2013, Accepted 05 Mar 2013
First published online 05 Mar 2013
Organic & Biomolecular Chemistry
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