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Molecules  2014 

Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids

DOI: 10.3390/molecules19010139

Keywords: (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones, asymmetric synthesis, α-chloroacids, α-bromoacids, anthranilic acid, chiral pool methodology

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Abstract:

Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-acylanthranilic acids and (3 R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectively.

References

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