Catalytic asymmetric construction of bridged bicyclo[ m .3.1] rings using an intramolecular Diels-Alder reaction

Catalytic asymmetric construction of bridged bicyclo[ m .3.1] rings using an intramolecular Diels-Alder reaction

Herein, we presented an enantioselective intramolecular Diels-Alder (IMDA) reaction with vinyl branched vinylidene -quinone methide (VQM). The control of site selectivity in the IMDA reaction led to both chiral bridged bicyclo[4.3.1] and [5.3.1] architectures with high isolated yields (up to 85%) an...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2024-08, Vol.60 (71), p.9570-9573
Hauptverfasser: Li, Kai, Zhao, Zhengxing, Qin, Wenling, Liu, Yidong, Yan, Hailong
Format: Artikel
Sprache:eng
Schlagworte:
Diels-Alder reactions
Enantiomers
Quinones
Vinylidene
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Zusammenfassung:Herein, we presented an enantioselective intramolecular Diels-Alder (IMDA) reaction with vinyl branched vinylidene -quinone methide (VQM). The control of site selectivity in the IMDA reaction led to both chiral bridged bicyclo[4.3.1] and [5.3.1] architectures with high isolated yields (up to 85%) and excellent enantioselectivities (up to 97% ee).
ISSN:1359-7345
1364-548X
DOI:10.1039/d4cc02850c