The Corey-Seebach Reagent in the 21st Century: A Review

Muhammad Haroon; Ameer Fawad Zahoor; Sajjad Ahmad; Asim Mansha; Muhammad Irfan; Aqsa Mushtaq; Rabia Akhtar; Ali Irfan; Katarzyna Kotwica-Mojzych; Mariusz Mojzych

doi:10.3390/molecules28114367

Molecules (May 2023)

The Corey-Seebach Reagent in the 21st Century: A Review

Muhammad Haroon,
Ameer Fawad Zahoor,
Sajjad Ahmad,
Asim Mansha,
Muhammad Irfan,
Aqsa Mushtaq,
Rabia Akhtar,
Ali Irfan,
Katarzyna Kotwica-Mojzych,
Mariusz Mojzych

Affiliations

Muhammad Haroon: Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan
Ameer Fawad Zahoor: Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan
Sajjad Ahmad: Department of Chemistry, University of Engineering and Technology Lahore, Faisalabad Campus, Faisalabad 38000, Pakistan
Asim Mansha: Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan
Muhammad Irfan: Department of Pharmaceutics, Government College University Faisalabad, Faisalabad 38000, Pakistan
Aqsa Mushtaq: Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan
Rabia Akhtar: Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan
Ali Irfan: Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan
Katarzyna Kotwica-Mojzych: Laboratory of Experimental Cytology, Medical University of Lublin, Radziwiłłowska 11, 20-080 Lublin, Poland
Mariusz Mojzych: Department of Chemistry, Siedlce University of Natural Sciences and Humanities, 3-Go Maja 54, 08-110 Siedlce, Poland

DOI: https://doi.org/10.3390/molecules28114367
Journal volume & issue: Vol. 28, no. 11
p. 4367

Abstract

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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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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