Matthew O'Brien m.obrien@keele.ac.uk
Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans.
O'Brien, M; Tizzard, GJ; Coles, SJ; Cooper, DA; Robbins, E
Authors
GJ Tizzard
SJ Coles
DA Cooper
E Robbins
Abstract
Combining the desymmetrization of a prochiral bis-hydroxymethyl group with the epimerization of a chiral furanyl ether in a single transformation, high levels of double diastereoselectivity have been achieved in a synthesis of 2,4,5-trisubstituted tetrahydropyrans, which proceeds under thermodynamic control.
Citation
O'Brien, M., Tizzard, G., Coles, S., Cooper, D., & Robbins, E. (2017). Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans. Journal of Organic Chemistry, 3441-3455. https://doi.org/10.1021/acs.joc.6b02831
Acceptance Date | Nov 27, 2016 |
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Publication Date | Feb 28, 2017 |
Journal | Journal Of Organic Chemistry |
Print ISSN | 0022-3263 |
Publisher | American Chemical Society |
Pages | 3441-3455 |
DOI | https://doi.org/10.1021/acs.joc.6b02831 |
Publisher URL | http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b02831 |
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