99395-88-7, Name is (S)-4-Phenyloxazolidin-2-one, molecular formula is C9H9NO2, belongs to oxazolidines compound, is a common compound. In a patnet, author is Matamoros, Esther, once mentioned the new application about 99395-88-7, Product Details of 99395-88-7.
Electronic effects in tautomeric equilibria: the case of chiral imines from d-glucamine and 2-hydroxyacetophenones
A one-pot procedure for preparing a series of chiral imines by direct condensation of d-glucamine with 2-hydroxyacetophenones is described. Under conventional acetylation an unexpected mixture of two different peracetylated molecules is obtained, one with an open enamine structure, and the other incorporating an N-acetyl-1,3-oxazolidine into the acyclic skeleton. Surprisingly, both molecules coexist within the crystal’s unit cell, as inferred from single-crystal X-ray analysis of a 5-bromo-substituted aryl derivative. Moreover, the 1,3-oxazolidine ring exists as rotational conformers (E,Z) owing to the restricted rotation around the N-acetyl bond. The equilibrium involving imine and enamine structures has been assessed in detail, providing in addition linear free-energy relationships between the tautomerization constants (K-T) and the electronic effect of the substituents.
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Reference:
Oxazolidine – Wikipedia,
,Oxazolidine | C3H7NO – PubChem