In the [3 + 2] cycloaddition of a range of nitrile oxides with homochiral vinyl ethers the diastereoselectivity observed is dependent on the chiral auxiliary used. A brief comparison is made with the diastereoselectivity of the corresponding [4 + 2] nitrosoalkene cycloaddition, and also to the nitrile oxide cycloaddition to chiral acrylic acid esters bearing the most successful auxiliaries from the vinyl ether study.
A. N. Boa, D. A. Dawkins, A. R. Hergueta and P. R. Jenkins, J. Chem. Soc., Perkin Trans. 1, 1994, 953 DOI: 10.1039/P19940000953
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