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1994•Journal of the Chemical Society Perkin Transactions 1Requires access

Cycloaddition of nitrile oxides to homochiral vinyl ethers

Andrew N. Boa, David Dawkins, Antonio R. Hergueta, Paul R. Jenkins

Open publisher page 25 citations

Abstract

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.

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What this paper is about

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.

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OpenAlex reports 25 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

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.

Key concepts: Nitrile, Cycloaddition, Chemistry, Ether, Vinyl ether, Oxide, Organic chemistry, Polymer chemistry

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