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
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 967-969
- https://doi.org/10.1039/p19960000967
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.Keywords
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