Journal
ORGANIC LETTERS
Volume 15, Issue 5, Pages 1064-1067Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4000668
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- University of Toronto
- NSERC
- Freie Universitaet Berlin
- DAAD
- Japan Society for the Promotion of Science (JSPS)
- Grants-in-Aid for Scientific Research [11J03707] Funding Source: KAKEN
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A method for synthesizing chiral oxazolidinone scaffolds from readily available oxabicyclic alkenes is described. The reaction utilizes a domino sequence of Rh(I)-catalyzed asymmetric ring-opening (ARO) with sodium cyanate as a novel nucleophile followed by intramolecular cyclization to generate oxazolidinone products in excellent enantioselectivities (trans stereochemistry).
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