Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b

Chiral ( S )- and ( R )- 18 O-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. Oxygen isotopic ( 18 O/ 16 O) chirality of gly...

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Hauptverfasser: Matsumoto, Arimasa, Oji, Shotaro, Takano, Shizuka, Tada, Kyohei, Kawasaki, Tsuneomi, Soai, Kenso
Format: Artikel
Sprache:eng
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Zusammenfassung:Chiral ( S )- and ( R )- 18 O-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. Oxygen isotopic ( 18 O/ 16 O) chirality of glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde with high enantiomeric excess in conjunction with asymmetric autocatalysis.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob40293b