A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: highly enantioselective synthesis of three-dimensional heterocyclic compounds

In this communication, a chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction of unmodified Morita-Baylis-Hillman alcohols with azomethine imines has been achieved through a kinetic resolution of MBH alcohols under mild conditions, giving pharmaceutically interesting functio...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-08, Vol.55 (7), p.1464-1467
Hauptverfasser: Zhou, Leijie, Zeng, Yuan, Gao, Xing, Wang, Qijun, Wang, Chang, Wang, Bo, Wang, Wei, Wu, Yongjun, Zheng, Bing, Guo, Hongchao
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Sprache:eng
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Zusammenfassung:In this communication, a chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction of unmodified Morita-Baylis-Hillman alcohols with azomethine imines has been achieved through a kinetic resolution of MBH alcohols under mild conditions, giving pharmaceutically interesting functionalized hetero-bicyclo[3.3.1]nonane derivatives in good to excellent yields with excellent enantioselectivities. An asymmetric dearomative tandem annulation reaction of MBH alcohols via chiral squaramide catalysis.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc05483a