A conjugate addition-radical cyclisation approach to sesquiterpene-phenol natural products

Barry S. Crombie; Colin Smith; Christalla Z. Varnavas; Timothy W. Wallace

doi:10.1039/b005617k

A conjugate addition-radical cyclisation approach to sesquiterpene-phenol natural products

Barry S. Crombie, Colin Smith, Christalla Z. Varnavas, Timothy W. Wallace

Research output: Contribution to journal › Article › peer-review

Abstract

A conjugate addition-radical cyclization approach to sesquiterpenephenol natural products was discussed. The first step involved the conjugate addition of an organocopper species to a chromone-3-carboxylate which resulted in 2,2-disubstituted chroman-4-ones. The second step was the generation of a β-ketoester radical. The last step involved a stereoselective manganese(III) acetate-mediated radical cyclization reaction.

Original language	English
Pages (from-to)	206-215
Number of pages	9
Journal	Journal of the Chemical Society. Perkin Transactions 1
Issue number	2
DOIs	https://doi.org/10.1039/b005617k
Publication status	Published - 21 Jan 2001

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title = "A conjugate addition-radical cyclisation approach to sesquiterpene-phenol natural products",

abstract = "A conjugate addition-radical cyclization approach to sesquiterpenephenol natural products was discussed. The first step involved the conjugate addition of an organocopper species to a chromone-3-carboxylate which resulted in 2,2-disubstituted chroman-4-ones. The second step was the generation of a β-ketoester radical. The last step involved a stereoselective manganese(III) acetate-mediated radical cyclization reaction.",

author = "Crombie, {Barry S.} and Colin Smith and Varnavas, {Christalla Z.} and Wallace, {Timothy W.}",

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AU - Wallace, Timothy W.

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N2 - A conjugate addition-radical cyclization approach to sesquiterpenephenol natural products was discussed. The first step involved the conjugate addition of an organocopper species to a chromone-3-carboxylate which resulted in 2,2-disubstituted chroman-4-ones. The second step was the generation of a β-ketoester radical. The last step involved a stereoselective manganese(III) acetate-mediated radical cyclization reaction.

AB - A conjugate addition-radical cyclization approach to sesquiterpenephenol natural products was discussed. The first step involved the conjugate addition of an organocopper species to a chromone-3-carboxylate which resulted in 2,2-disubstituted chroman-4-ones. The second step was the generation of a β-ketoester radical. The last step involved a stereoselective manganese(III) acetate-mediated radical cyclization reaction.

U2 - 10.1039/b005617k

DO - 10.1039/b005617k

M3 - Article

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JO - Journal of the Chemical Society. Perkin Transactions 1

JF - Journal of the Chemical Society. Perkin Transactions 1

IS - 2

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A conjugate addition-radical cyclisation approach to sesquiterpene-phenol natural products

Abstract

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