Desymmetrization construction of chiral lactones by synergistic Cu(II) complex and organic base

[Display omitted] •Construction of quaternary carbon center by the desymmetrization strategy.•Chiral enol lactones with up to 95% ee could be synthesized from prochiral dialkynoic acid.•Synergistic catalysis by chiral Cu(II) complex and chiral (DHQ)2-PHAL base. A highly enantioselective construction...

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Bibliographic Details
Published inTetrahedron letters Vol. 61; no. 29; pp. 152106 - 152109
Main Authors Ali, Murad, Li, Changkun
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 16.07.2020
Elsevier
Subjects
All-carbon quaternary center
Chemistry
Chemistry, Organic
Copper
Desymmetrization
Lactone
Physical Sciences
Science & Technology
Synergistic catalysis
All-carbon quaternary center
Synergistic catalysis
Lactone
Copper
Desymmetrization
AZIDE-ALKYNE CYCLOADDITION
ENANTIOSELECTIVE SYNTHESIS
ACIDS
CATALYZED CYCLIZATION
CYCLOISOMERIZATION
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Summary:[Display omitted] •Construction of quaternary carbon center by the desymmetrization strategy.•Chiral enol lactones with up to 95% ee could be synthesized from prochiral dialkynoic acid.•Synergistic catalysis by chiral Cu(II) complex and chiral (DHQ)2-PHAL base. A highly enantioselective construction of quaternary carbon center has been realized by the desymmetrization strategy. Chiral enol lactones with up to 95% ee could be synthesized from prochiral dialkynoic acid under the catalysis of synergistic chiral Cu(II) complex and chiral (DHQ)2-PHAL base.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152106