Diastereoselective sulfa-Michael reactions controlled by a biomass-derived chiral auxiliary

Author(s)
Klepp, Julian
Podversnik, Harald
Puschnig, Johannes
Wallace, Andrew
Greatrex, Ben W
Publication Date
2019-07-19
Abstract
Supplementary data to this article can be found online at https://doi.org/10.1016/j.tet.2019.05.051
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.
Citation
Tetrahedron, 75(29), p. 3894-3903
ISSN
1464-5416
0040-4020
Link
https://hdl.handle.net/1959.11/29371
Language
en
Publisher
Elsevier Ltd
Title
Diastereoselective sulfa-Michael reactions controlled by a biomass-derived chiral auxiliary
Type of document
Journal Article
Entity Type
Publication

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