Catalytic Enantioselective Nazarov Cyclization: Construction of Vicinal All-Carbon-Atom Quaternary Stereocenters

The diastereoselective asymmetric synthesis of vicinal all‐carbon‐atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone deriva...

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Veröffentlicht in:Angewandte Chemie International Edition 2014-06, Vol.53 (24), p.6180-6183
Hauptverfasser: Jolit, Anais, Walleser, Patrick M., Yap, Glenn P. A., Tius, Marcus A.
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Sprache:eng
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Zusammenfassung:The diastereoselective asymmetric synthesis of vicinal all‐carbon‐atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported. Nazarov cyclization: The diastereoselective asymmetric synthesis of vicinal all‐carbon‐atom quaternary stereocenters is a challenging problem in organic synthesis. A catalytic asymmetric Nazarov cyclization of fully substituted dienones now provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201403587