4.7 Article

N-Aminoacyl-3-amino-nido-carboranes as a Group of Boron-Containing Derivatives of Natural Amino Acids

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 8, Pages 5437-5441

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00151

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Funding

  1. Russian Science Foundation [21-73-10073]
  2. Russian Science Foundation [21-73-10073] Funding Source: Russian Science Foundation

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A new group of nido-carboranyl derivatives of natural (S)-amino acids containing from 9 to 18 boron atoms was successfully synthesized by acylation of 3-amino-1,2-dicarba-closo-dodecaborane followed by deboronation. The proposed method utilizes readily available reagents and is convenient for the synthesis of enantiopure nido-carboranyl derivatives of amino acids with various side chains, including water-soluble boron-containing amino acids (17 examples).
A new group of nido-carboranyl derivatives of natural (S)-aminoacids containing from 9 to 18 boron atoms was obtained in good yields as a resultof acylation of 3-amino-1,2-dicarba-closo-dodecaborane followed by deboronation.The proposed approach is convenient and based on the use of readily availablereagents and is suitable for the synthesis of enantiopurenido-carboranyl derivativesof amino acids with various side chains, including water-soluble boron-containing amino acids (17 examples)

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