Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 29, Pages 10530-10536Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201501271
Keywords
asymmetric synthesis; heterocycles; Lewis base; organocatalysis; oxaziridines
Categories
Funding
- Royal Society
- European Research Council under the European Union [279850]
- GSK
- EPSRC [EP/J018139/1]
- Engineering and Physical Sciences Research Council [EP/K039210/1, EP/J018139/1, EP/K031252/1] Funding Source: researchfish
- EPSRC [EP/J018139/1, EP/K031252/1, EP/K039210/1] Funding Source: UKRI
Ask authors/readers for more resources
A highly enantioselective Lewis base-catalysed formal [3+2] cycloaddition of ammonium enolates and oxaziridines to give stereodefined oxazolidin-4-ones in high yield is described. Employing an enantioenriched oxaziridine in this process leads to a matched/mis-matched effect with the isothiourea catalyst and allowed the synthesis of either syn- or anti-stereodefined oxazolidin-4-ones in high d.r., yield and ee. Additionally, the oxazolidin-4-one products have been derivatised to afford functionalised enantioenriched building blocks.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available