Construction of Vicinal All-Carbon Stereogenic Centers via Copper-Catalyzed Asymmetric Decarboxylative Propargylation: Enantio- and Diastereoselective Synthesis of Substituted Spirolactones.
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DOI: 10.1021/acs.orglett.2c04113
Abstract: The formation of vicinal all-carbon quaternary stereocenters remains a formidable challenge. We report herein the synthesis of such highly congested structural dyads by copper-catalyzed decarboxylative propargylation between propargyl carbonates and indanone-based nucleophiles. The implementation of… read more here.
Keywords: decarboxylative propargylation; copper catalyzed; copper; vicinal carbon ... See more keywords
Organo-Cation Catalyzed Asymmetric Homo/Heterodialkylation of Bisoxindoles: Construction of Vicinal All-Carbon Quaternary Stereocenters and Total Synthesis of (-)-Chimonanthidine.
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DOI: 10.1021/jacs.8b05386
Abstract: A novel chiral spirocyclic amide (SPA)-derived triazolium organocatalyst has been designed and demonstrated to effect asymmetric homo- and heterodialkylations of various bisoxindoles, enabling enantioselective construction of vicinal all-carbon quaternary stereocenters. These reactions feature excellent enantio-… read more here.
Keywords: carbon quaternary; quaternary stereocenters; vicinal carbon; total synthesis ... See more keywords
Understanding the effects of vicinal carbon substituents and configuration on organofluorine hydrogen-bonding interaction
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DOI: 10.1039/c8ra08122k
Abstract: An investigation of C–F⋯H–O hydrogen bonds in the complexes CHnXCHnF⋯H2O (n = 0, 1, 2; X = H, F, Cl, Br) was performed at the MP2/aug-cc-pVTZ level. We found that the electron-withdrawing halogen substituents on… read more here.
Keywords: hydrogen; bond; vicinal carbon; interaction ... See more keywords