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Issue 34, 2014
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Asymmetric borylation of α,β-unsaturated esters catalyzed by novel ring expanded N-heterocyclic carbenes based on chiral 3,4-dihydro-quinazolinium compounds

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Abstract

A series of chiral 6-membered ring N-heterocyclic carbene (NHC) precursors based on 3,4-dihydro-quinazoline were synthesized with overall yields of 54–62%. NHCs generated from these precursors show excellent asymmetric catalytic properties for borylation of α,β-unsaturated esters with enantioselectivity of up to 93% with a catalyst content of only 1 mol%.

Graphical abstract: Asymmetric borylation of α,β-unsaturated esters catalyzed by novel ring expanded N-heterocyclic carbenes based on chiral 3,4-dihydro-quinazolinium compounds

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Publication details

The article was received on 29 May 2014, accepted on 08 Jul 2014 and first published on 08 Jul 2014


Article type: Communication
DOI: 10.1039/C4OB01101E
Citation: Org. Biomol. Chem., 2014,12, 6554-6556
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    Asymmetric borylation of α,β-unsaturated esters catalyzed by novel ring expanded N-heterocyclic carbenes based on chiral 3,4-dihydro-quinazolinium compounds

    L. Huang, Y. Cao, M. Zhao, Z. Tang and Z. Sun, Org. Biomol. Chem., 2014, 12, 6554
    DOI: 10.1039/C4OB01101E

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