An organocatalytic asymmetric sequential allylic alkylation-cyclization of Morita-Baylis-Hillman carbonates and 3-hydroxyoxindoles

The first organocatalytic asymmetric sequential allylic alkylation-cyclization of Morita-Baylis-Hillman carbonates and 3-hydroxyoxindoles has been developed to afford spirooxindoles bearing α-methylene-γ-butyrolactone motifs in 25-85% yield, 60-94% ee and up to >20 : 1 diastereoselectivity.

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Bibliographische Detailangaben
Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2013-10, Vol.49 (82), p.9422-9424
Hauptverfasser:	Wang, Qi-Lin, Peng, Lin, Wang, Fei-Ying, Zhang, Ming-Liang, Jia, Li-Na, Tian, Fang, Xu, Xiao-Ying, Wang, Li-Xin
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation Allyl Compounds - chemistry Carbonates - chemistry Catalysis Cyclization Indoles - chemistry Molecular Structure Spiro Compounds - chemistry Stereoisomerism
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Beschreibung
Zusammenfassung:	The first organocatalytic asymmetric sequential allylic alkylation-cyclization of Morita-Baylis-Hillman carbonates and 3-hydroxyoxindoles has been developed to afford spirooxindoles bearing α-methylene-γ-butyrolactone motifs in 25-85% yield, 60-94% ee and up to >20 : 1 diastereoselectivity.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c3cc45139a