Enantioselective Construction of Chiral Bispiro[Oxindole-Pyrrolidine-Pyrazolone] Derivatives via Sequential and One-Pot Mannich/Hydroamination Reaction
Jazyk angličtina Země Spojené státy americké Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
34851113
DOI
10.1021/acs.joc.1c02428
Knihovny.cz E-zdroje
- MeSH
- katalýza MeSH
- molekulární struktura MeSH
- oxindoly MeSH
- pyrazolony * MeSH
- pyrrolidiny MeSH
- stereoizomerie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- oxindoly MeSH
- pyrazolony * MeSH
- pyrrolidiny MeSH
The atom-economic method for the preparation of novel bispirocyclic compounds containing three fused heterocyclic scaffolds privileged in drug discovery was developed by using a chiral amine-squaramide Mannich reaction and Au(I)-catalyzed hydroamination. The developed synthetic strategy performed either stepwise or as a one-pot process allows the formation of chiral bispirocyclic [oxindole-pyrrolidine-pyrazolones] in high yields (up to 75%) with excellent enantioselectivities (up to 99%).
Department of Inorganic Chemistry Charles University Hlavova 8 12843 Prague Czech Republic
Department of Organic Chemistry Charles University Hlavova 8 12843 Prague Czech Republic
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