Skip to main content

Research Repository

Advanced Search

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

Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans. Thumbnail


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
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

Files




You might also like



Downloadable Citations