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https://hdl.handle.net/1959.11/29371| Title: | Diastereoselective sulfa-Michael reactions controlled by a biomass-derived chiral auxiliary | Contributor(s): | Klepp, Julian (author); Podversnik, Harald (author); Puschnig, Johannes (author); Wallace, Andrew (author); Greatrex, Ben W (author) |
Publication Date: | 2019-07-19 | Early Online Version: | 2019-05-28 | DOI: | 10.1016/j.tet.2019.05.051 | Handle Link: | https://hdl.handle.net/1959.11/29371 | Abstract: | A family of chiral auxiliaries derived from the lignocellulosic biomass pyrolysis product levoglucosenone (LGO) has been screened in the sulfa-Michael reaction. When promoted by inorganic bases with potassium counterions, the auxiliary with geminal benzyl substituents showed diastereoselectivity up to 90:10 for a broad range of α,β-unsaturated esters. | Publication Type: | Journal Article | Source of Publication: | Tetrahedron, 75(29), p. 3894-3903 | Publisher: | Elsevier Ltd | Place of Publication: | United Kingdom | ISSN: | 1464-5416 0040-4020 |
Fields of Research (FoR) 2008: | 030503 Organic Chemical Synthesis 030504 Organic Green Chemistry |
Fields of Research (FoR) 2020: | 340503 Organic chemical synthesis 340504 Organic green chemistry |
Socio-Economic Objective (SEO) 2008: | 970103 Expanding Knowledge in the Chemical Sciences 860604 Organic Industrial Chemicals (excl. Resins, Rubber and Plastics) |
Socio-Economic Objective (SEO) 2020: | 280105 Expanding knowledge in the chemical sciences 240908 Organic industrial chemicals (excl. resins, rubber and plastics) |
Peer Reviewed: | Yes | HERDC Category Description: | C1 Refereed Article in a Scholarly Journal | Description: | Supplementary data to this article can be found online at https://doi.org/10.1016/j.tet.2019.05.051 |
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| Appears in Collections: | Journal Article School of Rural Medicine School of Science and Technology |
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