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Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis

It is a challenging objective in synthetic organic chemistry to create efficient access to biologically active compounds. In particular, one structural element which is frequently incorporated into the framework of complex natural products is a β-hydroxy ketone. In this context, the aldol reaction i...

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Detalles Bibliográficos
Autores principales: Cordes, Martin, Kalesse, Markus
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6749529/
https://www.ncbi.nlm.nih.gov/pubmed/31443344
http://dx.doi.org/10.3390/molecules24173040
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author Cordes, Martin
Kalesse, Markus
author_facet Cordes, Martin
Kalesse, Markus
author_sort Cordes, Martin
collection PubMed
description It is a challenging objective in synthetic organic chemistry to create efficient access to biologically active compounds. In particular, one structural element which is frequently incorporated into the framework of complex natural products is a β-hydroxy ketone. In this context, the aldol reaction is the most important transformation to generate this structural element as it not only creates new C–C bonds but also establishes stereogenic centers. In recent years, a large variety of highly selective methodologies of aldol and aldol-type reactions have been put forward. In this regard, the vinylogous Mukaiyama aldol reaction (VMAR) became a pivotal transformation as it allows the synthesis of larger fragments while incorporating 1,5-relationships and generating two new stereocenters and one double bond simultaneously. This review summarizes and updates methodology-oriented and target-oriented research focused on the various aspects of the vinylogous Mukaiyama aldol (VMA) reaction. This manuscript comprehensively condenses the last four years of research, covering the period 2016–2019.
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spelling pubmed-67495292019-09-27 Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis Cordes, Martin Kalesse, Markus Molecules Review It is a challenging objective in synthetic organic chemistry to create efficient access to biologically active compounds. In particular, one structural element which is frequently incorporated into the framework of complex natural products is a β-hydroxy ketone. In this context, the aldol reaction is the most important transformation to generate this structural element as it not only creates new C–C bonds but also establishes stereogenic centers. In recent years, a large variety of highly selective methodologies of aldol and aldol-type reactions have been put forward. In this regard, the vinylogous Mukaiyama aldol reaction (VMAR) became a pivotal transformation as it allows the synthesis of larger fragments while incorporating 1,5-relationships and generating two new stereocenters and one double bond simultaneously. This review summarizes and updates methodology-oriented and target-oriented research focused on the various aspects of the vinylogous Mukaiyama aldol (VMA) reaction. This manuscript comprehensively condenses the last four years of research, covering the period 2016–2019. MDPI 2019-08-22 /pmc/articles/PMC6749529/ /pubmed/31443344 http://dx.doi.org/10.3390/molecules24173040 Text en © 2019 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Cordes, Martin
Kalesse, Markus
Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis
title Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis
title_full Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis
title_fullStr Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis
title_full_unstemmed Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis
title_short Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis
title_sort very recent advances in vinylogous mukaiyama aldol reactions and their applications to synthesis
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6749529/
https://www.ncbi.nlm.nih.gov/pubmed/31443344
http://dx.doi.org/10.3390/molecules24173040
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