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Stereoselective synthesis of 1-amino-2-azidocyclopropanecarboxylic acid derivatives

(2018) LETTERS IN ORGANIC CHEMISTRY. 15(5). p.349-351
Author
Organization
Abstract
2-Azidocyclopropane-1,1-dicarboxylic esters were transformed into orthogonally N-protected alkyl 1-amino-2-azidocyclopropanecarboxylates via stereoselective monosaponification and subsequent Curtius reaction. Following deprotection of the ester function or the Boc-protected amino group, the first derivatives of a novel class of conformationally constrained cyclopropane alpha,beta-diamino carboxylic acids were made accessible.
Keywords
Cyclopropanes, alpha_beta-diamino carboxylic acids, azides, Curtius reaction, stereoselective synthesis, 1-aminocyclo-propanecarboxylic acid, ALPHA-AMINO-ACIDS, ALPHA, BETA-DIAMINO ACIDS, 1-AMINOCYCLOPROPANE-1-CARBOXYLIC ACID, BIOLOGICAL SIGNIFICANCE, ETHYLENE BIOSYNTHESIS, STAUDINGER REDUCTION, PEPTIDE, RECEPTOR, DESIGN, ESTERS

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Citation

Please use this url to cite or link to this publication:

MLA
Mangelinckx, Sven, Sietske Peeters, and Norbert De Kimpe. “Stereoselective Synthesis of 1-amino-2-azidocyclopropanecarboxylic Acid Derivatives.” LETTERS IN ORGANIC CHEMISTRY 15.5 (2018): 349–351. Print.
APA
Mangelinckx, S., Peeters, S., & De Kimpe, N. (2018). Stereoselective synthesis of 1-amino-2-azidocyclopropanecarboxylic acid derivatives. LETTERS IN ORGANIC CHEMISTRY, 15(5), 349–351.
Chicago author-date
Mangelinckx, Sven, Sietske Peeters, and Norbert De Kimpe. 2018. “Stereoselective Synthesis of 1-amino-2-azidocyclopropanecarboxylic Acid Derivatives.” Letters in Organic Chemistry 15 (5): 349–351.
Chicago author-date (all authors)
Mangelinckx, Sven, Sietske Peeters, and Norbert De Kimpe. 2018. “Stereoselective Synthesis of 1-amino-2-azidocyclopropanecarboxylic Acid Derivatives.” Letters in Organic Chemistry 15 (5): 349–351.
Vancouver
1.
Mangelinckx S, Peeters S, De Kimpe N. Stereoselective synthesis of 1-amino-2-azidocyclopropanecarboxylic acid derivatives. LETTERS IN ORGANIC CHEMISTRY. 2018;15(5):349–51.
IEEE
[1]
S. Mangelinckx, S. Peeters, and N. De Kimpe, “Stereoselective synthesis of 1-amino-2-azidocyclopropanecarboxylic acid derivatives,” LETTERS IN ORGANIC CHEMISTRY, vol. 15, no. 5, pp. 349–351, 2018.
@article{8598741,
  abstract     = {2-Azidocyclopropane-1,1-dicarboxylic esters were transformed into orthogonally N-protected alkyl 1-amino-2-azidocyclopropanecarboxylates via stereoselective monosaponification and subsequent Curtius reaction. Following deprotection of the ester function or the Boc-protected amino group, the first derivatives of a novel class of conformationally constrained cyclopropane alpha,beta-diamino carboxylic acids were made accessible.},
  author       = {Mangelinckx, Sven and Peeters, Sietske and De Kimpe, Norbert},
  issn         = {1570-1786},
  journal      = {LETTERS IN ORGANIC CHEMISTRY},
  keywords     = {Cyclopropanes,alpha_beta-diamino carboxylic acids,azides,Curtius reaction,stereoselective synthesis,1-aminocyclo-propanecarboxylic acid,ALPHA-AMINO-ACIDS,ALPHA,BETA-DIAMINO ACIDS,1-AMINOCYCLOPROPANE-1-CARBOXYLIC ACID,BIOLOGICAL SIGNIFICANCE,ETHYLENE BIOSYNTHESIS,STAUDINGER REDUCTION,PEPTIDE,RECEPTOR,DESIGN,ESTERS},
  language     = {eng},
  number       = {5},
  pages        = {349--351},
  title        = {Stereoselective synthesis of 1-amino-2-azidocyclopropanecarboxylic acid derivatives},
  url          = {http://dx.doi.org/10.2174/1570178614666171130162824},
  volume       = {15},
  year         = {2018},
}

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