Highly Enantio- and Diastereoselective [4 + 2] Cycloaddition of 5H-oxazol-4-ones with N-Maleimides
An organocatalytic asymmetric reaction between 5H-oxazol-4-ones and N-substituted maleimides is disclosed. Employing Takemoto's chiral tertiary amine-thiourea as the catalyst, [4 + 2] annulation reactions were performed with high chemoselectivity, leading to a series of biologically important chiral oxo-bridged piperidone-fused succinimides in good to excellent enantioselectivities (up to >99% ee) and >19:1 dr.
|Collections||ANU Research Publications|
|Source:||The Journal of organic chemistry|
|Access Rights:||Open Access|
|Highly Enantio‐ and Diastereoselective [4 + 2] Cycloaddition of 5Hoxazol‐4‐ones with N‐Maleimides.pdf||1.3 MB||Adobe PDF|
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