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Molecules 2014, 19(1), 139-148; doi:10.3390/molecules19010139
Article

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

1
, 1
, 1,* , 2,*  and 3
Received: 28 November 2013; in revised form: 12 December 2013 / Accepted: 16 December 2013 / Published: 23 December 2013
(This article belongs to the Section Organic Synthesis)
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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 (3R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectively.
Keywords: (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones; asymmetric synthesis; α-chloroacids; α-bromoacids; anthranilic acid; chiral pool methodology (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones; asymmetric synthesis; α-chloroacids; α-bromoacids; anthranilic acid; chiral pool methodology
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Rubab, S.L.; Nisar, B.; Raza, A.R.; Ullah, N.; Tahir, M.N. Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids. Molecules 2014, 19, 139-148.

AMA Style

Rubab SL, Nisar B, Raza AR, Ullah N, Tahir MN. Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids. Molecules. 2014; 19(1):139-148.

Chicago/Turabian Style

Rubab, Syeda L.; Nisar, Bushra; Raza, Abdul R.; Ullah, Nisar; Tahir, Muhammad N. 2014. "Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids." Molecules 19, no. 1: 139-148.



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