Issue 10, 1996

Michael addition of N- and O-centred nucleophiles to tethered acrylates. The role of double bond geometry in controlling the diastereoselectivity of cyclisations leading to 2,6-disubstituted tetrahydropyrans and piperidines

Abstract

Cyclisation of substrates 1–4 occurs readily to give the corresponding 2,6-disubstituted tetrahydropyran or piperidine. The geometry about the carbon–carbon double bond of the Michael acceptor within the substrate is shown to have a significant impact on the diastereoselectivity of the cyclisation process.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 967-969

Michael addition of N- and O-centred nucleophiles to tethered acrylates. The role of double bond geometry in controlling the diastereoselectivity of cyclisations leading to 2,6-disubstituted tetrahydropyrans and piperidines

M. G. Banwell, C. T. Bui, H. T. T. Pham and G. W. Simpson, J. Chem. Soc., Perkin Trans. 1, 1996, 967 DOI: 10.1039/P19960000967

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