期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 15, 期 3, 页码 555-558出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob02415g
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资金
- JSPS KAKENHI
- MEXT-Program for the Strategic Research Foundation at Private Universities
- MRL Postdoctoral Research Fellows Program
- Grants-in-Aid for Scientific Research [15H03781, 26810026] Funding Source: KAKEN
Temperature dependent inversion of enantioselectivity in asymmetric catalysis is an interesting and somewhat unusual phenomenon. We have observed temperature dependent inversion of enantioselectivity in the asymmetric autocatalysis reaction when triggered by a wide scope of enantioenriched alcohols and amines. The addition reaction of diisopropylzinc to pyrimidine-5-carbaldehyde in the presence of enantiopure alcohols or amines affords the pyrimidyl alkanol product at 0 degrees C with high ee. However, lowering the reaction temperature to -44 degrees C affords the opposite enantioselectivity.
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