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REVIEW article
Front. Chem.
Sec. Organic Chemistry
Volume 12 - 2024 |
doi: 10.3389/fchem.2024.1477764
Yamaguchi Esterification: A Key Step Toward The Synthesis of Natural Products And Their Analogues: A Review
Provisionally accepted- 1 Government College University, Faisalabad, Faisalabad, Punjab, Pakistan
- 2 University of Bisha, BISHA, Saudi Arabia
- 3 King Khalid University, Abha, Saudi Arabia
- 4 Medical University of Lublin, Lublin, Lublin, Poland
- 5 The Mazovian Academy in Plock, Plock, Masovian Voivodeship, Poland
The Yamaguchi reagent, based on 2,4,6-trichlorobenzoyl chloride (TCBC) and 4-dimethylaminopyridine (DMAP), is an efficient tool for the intermolecular (esterification) reaction between an acid and an alcohol in the presence of suitable base (Et3N or iPr2NEt) and solvent (THF, DCM or toluene). The Yamaguchi protocol is renowned for its ability to efficiently produce a diverse array of functionalized esters, promoting high yields, regioselectivity and easy handling under mild conditions with short reaction times. Herein, the recent utilization of Yamaguchi reagent has been reviewed in the synthesis of various natural products such as macrolides, terpenoids, polyketides, peptides and metabolites etc.
Keywords: Yamaguchi esterification, Macrolides, terpenoids, Polyketides, Peptides, Metabolites
Received: 08 Aug 2024; Accepted: 09 Sep 2024.
Copyright: © 2024 Munir, Zahoor, Anjum, Mansha, Irfan, Chaudhry, Irfan, Kotwica-Mojzych, Głowacka and Mojzych. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
* Correspondence:
Ameer Fawad Zahoor, Government College University, Faisalabad, Faisalabad, 38000, Punjab, Pakistan
Mariusz Mojzych, The Mazovian Academy in Plock, Plock, Masovian Voivodeship, Poland
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