Enantioselective Construction of C3-Multifunctionalization α‑Hydroxy-β-amino Pyridines via α‑Pyridyl Diazoacetate, Water, and Imines for Drug Hunting

An asymmetric catalytic approach for the construction of C3-multifunctionalization α-hydroxy-β-amino pyridines has been reported. The products can be accessed by the modulation of two chiral catalysts independently in high yield and with good enantioselectivity. The method features mild reaction con...

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Bibliographic Details
Published in:Organic letters 2022-12, Vol.24 (51), p.9502-9507
Main Authors: Xue, Jian, Luo, Zhengli, Huang, Jisheng, Deng, Yaqi, Dong, Suzhen, Liu, Shunying
Format: Article
Language:English
Subjects:
Imines
Molecular Structure
Pyridines
Stereoisomerism
Water
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Summary:An asymmetric catalytic approach for the construction of C3-multifunctionalization α-hydroxy-β-amino pyridines has been reported. The products can be accessed by the modulation of two chiral catalysts independently in high yield and with good enantioselectivity. The method features mild reaction conditions and an excellent functional group tolerance. Biological activity analysis shows that the resulting products have a selective antiosteosarcoma activity on 143B cells.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03987