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  • Title: Enantioselective formal [2+2] cycloaddition of ketenes with nitroso compounds catalyzed by N-heterocyclic carbenes.
    Author: Wang T, Huang XL, Ye S.
    Journal: Org Biomol Chem; 2010 Nov 07; 8(21):5007-11. PubMed ID: 20820659.
    Abstract:
    Chiral N-heterocyclic carbenes were found to be efficient catalysts for the formal [2+2] cycloaddition reaction of alkyl(aryl)ketenes and nitroso compounds to give the corresponding 1,2-oxazetidin-3-ones in moderate to good yields with high enantioselectivities. Reductive ring-opening of the oxazetidinones give the corresponding α-hydroxy acid derivatives in good yields.
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