期刊
CHEMICAL COMMUNICATIONS
卷 59, 期 36, 页码 5375-5378出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d3cc00693j
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The remote electronic effects of chiral N-heterocyclic carbene catalysts on the asymmetric intramolecular Stetter reaction were investigated. The reaction rate and enantioselectivity were significantly affected by a substituent at a remote position of the catalyst. The absolute configurations of the products were revised based on X-ray diffraction. Density-functional theory calculations provided a rationalization for the improved enantioselectivity using an electron-deficient catalyst.
The remote electronic effects of chiral N-heterocyclic carbene catalysts on the asymmetric intramolecular Stetter reaction are investigated. The reaction rate and enantioselectivity were markedly influenced by a substituent at a remote position of the catalyst. The absolute configurations of the products are revised on the basis of X-ray diffraction. Density-functional theory calculations rationalize the improvement of the enantioselectivity using an electron-deficient catalyst.
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