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The Corey-Seebach Reagent in the 21st Century: A Review
The Corey-Seebach reagent plays an important role in organic synthesis because of its broad synthetic applications. The Corey-Seebach reagent is formed by the reaction of an aldehyde or a ketone with 1,3-propane-dithiol under acidic conditions, followed by deprotonation with n-butyllithium. A large...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10254450/ https://www.ncbi.nlm.nih.gov/pubmed/37298842 http://dx.doi.org/10.3390/molecules28114367 |
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author | Haroon, Muhammad Zahoor, Ameer Fawad Ahmad, Sajjad Mansha, Asim Irfan, Muhammad Mushtaq, Aqsa Akhtar, Rabia Irfan, Ali Kotwica-Mojzych, Katarzyna Mojzych, Mariusz |
author_facet | Haroon, Muhammad Zahoor, Ameer Fawad Ahmad, Sajjad Mansha, Asim Irfan, Muhammad Mushtaq, Aqsa Akhtar, Rabia Irfan, Ali Kotwica-Mojzych, Katarzyna Mojzych, Mariusz |
author_sort | Haroon, Muhammad |
collection | PubMed |
description | The Corey-Seebach reagent plays an important role in organic synthesis because of its broad synthetic applications. The Corey-Seebach reagent is formed by the reaction of an aldehyde or a ketone with 1,3-propane-dithiol under acidic conditions, followed by deprotonation with n-butyllithium. A large variety of natural products (alkaloids, terpenoids, and polyketides) can be accessed successfully by utilizing this reagent. This review article focuses on the recent contributions (post-2006) of the Corey-Seebach reagent towards the total synthesis of natural products such as alkaloids (lycoplanine A, diterpenoid alkaloids, etc.), terpenoids (bisnorditerpene, totarol, etc.), polyketide (ambruticin J, biakamides, etc.), and heterocycles such as rodocaine and substituted pyridines, as well and their applications towards important organic synthesis. |
format | Online Article Text |
id | pubmed-10254450 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-102544502023-06-10 The Corey-Seebach Reagent in the 21st Century: A Review Haroon, Muhammad Zahoor, Ameer Fawad Ahmad, Sajjad Mansha, Asim Irfan, Muhammad Mushtaq, Aqsa Akhtar, Rabia Irfan, Ali Kotwica-Mojzych, Katarzyna Mojzych, Mariusz Molecules Review The Corey-Seebach reagent plays an important role in organic synthesis because of its broad synthetic applications. The Corey-Seebach reagent is formed by the reaction of an aldehyde or a ketone with 1,3-propane-dithiol under acidic conditions, followed by deprotonation with n-butyllithium. A large variety of natural products (alkaloids, terpenoids, and polyketides) can be accessed successfully by utilizing this reagent. This review article focuses on the recent contributions (post-2006) of the Corey-Seebach reagent towards the total synthesis of natural products such as alkaloids (lycoplanine A, diterpenoid alkaloids, etc.), terpenoids (bisnorditerpene, totarol, etc.), polyketide (ambruticin J, biakamides, etc.), and heterocycles such as rodocaine and substituted pyridines, as well and their applications towards important organic synthesis. MDPI 2023-05-26 /pmc/articles/PMC10254450/ /pubmed/37298842 http://dx.doi.org/10.3390/molecules28114367 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Review Haroon, Muhammad Zahoor, Ameer Fawad Ahmad, Sajjad Mansha, Asim Irfan, Muhammad Mushtaq, Aqsa Akhtar, Rabia Irfan, Ali Kotwica-Mojzych, Katarzyna Mojzych, Mariusz The Corey-Seebach Reagent in the 21st Century: A Review |
title | The Corey-Seebach Reagent in the 21st Century: A Review |
title_full | The Corey-Seebach Reagent in the 21st Century: A Review |
title_fullStr | The Corey-Seebach Reagent in the 21st Century: A Review |
title_full_unstemmed | The Corey-Seebach Reagent in the 21st Century: A Review |
title_short | The Corey-Seebach Reagent in the 21st Century: A Review |
title_sort | corey-seebach reagent in the 21st century: a review |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10254450/ https://www.ncbi.nlm.nih.gov/pubmed/37298842 http://dx.doi.org/10.3390/molecules28114367 |
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