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Issue 45, 2013
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NHC–Cu(I) catalysed asymmetric conjugate silyl transfer to unsaturated lactones: application in kinetic resolution

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Abstract

The scope of the asymmetric silyl transfer to unsaturated lactones utilising a C2-symmetric NHC–Cu(I) catalyst has been established and kinetic resolutions mediated by silyl transfer have been used to prepare enantiomerically enriched anti-4,5-disubstituted 5-membered lactones. The method has been exploited in an expedient synthesis of (+)-blastmycinone.

Graphical abstract: NHC–Cu(i) catalysed asymmetric conjugate silyl transfer to unsaturated lactones: application in kinetic resolution

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Publication details

The article was received on 25 Mar 2013, accepted on 15 Apr 2013 and first published on 15 Apr 2013


Article type: Communication
DOI: 10.1039/C3CC42160K
Citation: Chem. Commun., 2013,49, 5150-5152
  • Open access: Creative Commons BY license
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    NHC–Cu(I) catalysed asymmetric conjugate silyl transfer to unsaturated lactones: application in kinetic resolution

    V. Pace, J. P. Rae, H. Y. Harb and D. J. Procter, Chem. Commun., 2013, 49, 5150
    DOI: 10.1039/C3CC42160K

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