Organocatalytic and enantioselective [4+2] cyclization between hydroxymaleimides and ortho -hydroxyphenyl para -quinone methide-selective preparation of chiral hemiketals
A cinchona alkaloid squaramide promoted enantioselective [4+2] cyclization between hydroxymaleimides and ortho -hydroxyphenyl p -QMs has been disclosed, and a wide range of chiral hemiketals containing chromane and succinimide frameworks with two adjacent quaternary stereogenic centers have been pre...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2020-12, Vol.56 (94), p.14825-14828 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A cinchona alkaloid squaramide promoted enantioselective [4+2] cyclization between hydroxymaleimides and
ortho
-hydroxyphenyl
p
-QMs has been disclosed, and a wide range of chiral hemiketals containing chromane and succinimide frameworks with two adjacent quaternary stereogenic centers have been prepared for the first time with excellent results (up to 99% yield, up to 99 : 1 dr, up to >99% ee) under mild conditions. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/d0cc06777f |