Base-promoted regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman carbonates by tuning the catalyst

A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing re...

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Veröffentlicht in:Organic & biomolecular chemistry 2019-05, Vol.17 (21), p.5283-5293
Hauptverfasser: Sun, Fang, Yin, Tingrui, Feng, Anni, Hu, Yong, Yu, Chenxia, Li, Tuanjie, Yao, Changsheng
Format: Artikel
Sprache:eng
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Zusammenfassung:A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing α- or γ-allylated products in excellent yields by using different catalysts. The nature of the base catalyst plays a pivotal role in controlling the reaction pathway, allowing regiospecific access to diverse allylic substituted target compounds from identical substrates.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00194h