Formal cycloaddition of disubstituted ketenes with 2-oxoaldehydes catalyzed by chiral N-heterocyclic carbenes.

Abstract

Chiral N-hetereocyclic carbenes were found to be efficient catalysts for the formal [2 + 2] cycloaddition reactions of alkyl(aryl)ketenes with 2-oxoaldehydes to afford beta-lactones with alpha-quaternary-beta-tertiary stereocenters in high yields with good diastereoselectivities and excellent enantioselectivities (up to 99% ee). Both alkyl(aryl)ketenes and… (More)
DOI: 10.1021/jo801494f

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Cite this paper

@article{He2008FormalCO, title={Formal cycloaddition of disubstituted ketenes with 2-oxoaldehydes catalyzed by chiral N-heterocyclic carbenes.}, author={Lin He and Hui Lv and Yan-rong Zhang and Song Ye}, journal={The Journal of organic chemistry}, year={2008}, volume={73 20}, pages={8101-3} }