Chemoselective opening of Vince lactam epoxide with nitrogen nucleophiles

Here is reported the chemoselective opening of the amide bond on a Vince lactam derivative with amines, without the cleavage of the epoxide-moiety, getting five new epoxides. Also reported is the rearrangement of the epoxides into the respective five new oxazolidinones with the use of BF3·Et2O. Crystal structures of some molecules and hydrogen bonding interactions are discussed.

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