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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...

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Autores principales: Haroon, Muhammad, Zahoor, Ameer Fawad, Ahmad, Sajjad, Mansha, Asim, Irfan, Muhammad, Mushtaq, Aqsa, Akhtar, Rabia, Irfan, Ali, Kotwica-Mojzych, Katarzyna, Mojzych, Mariusz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
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.
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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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