Cycloaddition of nitrile oxides to homochiral vinyl ethers

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.