4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 21, Pages 5283-5293

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob00194h

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Funding

  1. National Natural Science Foundation of China [21871113, 21372101]
  2. Priority Academic Program Development of Jiangsu Higher Education Institution

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A regiodivergent allylation of N-acylhydrazones with Morita-Baylis-Hillman (MBH) carbonates has been developed, providing alpha- or gamma-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.

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