Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives

Aryl-keto-containing α-amino acids are of great importance in organic chemistry and biochemistry. They are valuable intermediates for the construction of hydroxyl α-amino acids, nonproteinogenic α-amino acids, as well as other biofunctional components. Friedel-Crafts acylation is an effective method...

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Autores principales: Wang, Lei, Murai, Yuta, Yoshida, Takuma, Okamoto, Masashi, Tachrim, Zetryana Puteri, Hashidoko, Yasuyuki, Hashimoto, Makoto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271428/
https://www.ncbi.nlm.nih.gov/pubmed/24840903
http://dx.doi.org/10.3390/molecules19056349
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author Wang, Lei
Murai, Yuta
Yoshida, Takuma
Okamoto, Masashi
Tachrim, Zetryana Puteri
Hashidoko, Yasuyuki
Hashimoto, Makoto
author_facet Wang, Lei
Murai, Yuta
Yoshida, Takuma
Okamoto, Masashi
Tachrim, Zetryana Puteri
Hashidoko, Yasuyuki
Hashimoto, Makoto
author_sort Wang, Lei
collection PubMed
description Aryl-keto-containing α-amino acids are of great importance in organic chemistry and biochemistry. They are valuable intermediates for the construction of hydroxyl α-amino acids, nonproteinogenic α-amino acids, as well as other biofunctional components. Friedel-Crafts acylation is an effective method to prepare aryl-keto derivatives. In this review, we summarize the preparation of aryl-keto containing α-amino acids by Friedel-Crafts acylation using acidic α-amino acids as acyl-donors and Lewis acids or Brönsted acids as catalysts.
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spelling pubmed-62714282018-12-21 Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives Wang, Lei Murai, Yuta Yoshida, Takuma Okamoto, Masashi Tachrim, Zetryana Puteri Hashidoko, Yasuyuki Hashimoto, Makoto Molecules Review Aryl-keto-containing α-amino acids are of great importance in organic chemistry and biochemistry. They are valuable intermediates for the construction of hydroxyl α-amino acids, nonproteinogenic α-amino acids, as well as other biofunctional components. Friedel-Crafts acylation is an effective method to prepare aryl-keto derivatives. In this review, we summarize the preparation of aryl-keto containing α-amino acids by Friedel-Crafts acylation using acidic α-amino acids as acyl-donors and Lewis acids or Brönsted acids as catalysts. MDPI 2014-05-16 /pmc/articles/PMC6271428/ /pubmed/24840903 http://dx.doi.org/10.3390/molecules19056349 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Review
Wang, Lei
Murai, Yuta
Yoshida, Takuma
Okamoto, Masashi
Tachrim, Zetryana Puteri
Hashidoko, Yasuyuki
Hashimoto, Makoto
Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives
title Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives
title_full Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives
title_fullStr Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives
title_full_unstemmed Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives
title_short Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives
title_sort utilization of acidic α-amino acids as acyl donors: an effective stereo-controllable synthesis of aryl-keto α-amino acids and their derivatives
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271428/
https://www.ncbi.nlm.nih.gov/pubmed/24840903
http://dx.doi.org/10.3390/molecules19056349
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