Add time:08/25/2019         Source:sciencedirect.com

The ring contraction of trans-5-hydroxy-1,3-oxazin-2-ones 1 into cis-5-hydroxymethyl-oxazolidinones 3 was studied with different bases and nucleophiles and it was found that it is the basicity and not the nucleophilicity the factor responsible for the ring contractions. A DFT study was made for the proposed mechanism.

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