Synthesis of Oxazolidinones by a Hypervalent Iodine Mediated Cyclization of N-Allylcarbamates

The preparation of oxazolidinones by the hypervalent iodine mediated cyclization of allylcarbamates is described. A versatile range of substrates can be converted into substituted oxazolidinones primed for further transformations. Derivatization of the products at both ends is demonstrated. A preliminary attempt at the enantioselective formation of an oxazolidinone using a chiral iodane is also presented.

Automated summary

This study presents the preparation of oxazolidinones by the hypervalent iodine mediated cyclization of allylcarbamates, allowing for a versatile range of substrates to be converted into substituted oxazolidinones ready for further transformations. Derivatization of the products at both ends is demonstrated in addition to a preliminary attempt at the enantioselective formation of an oxazolidinone using a chiral iodane.