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 r...
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MDPI AG
2019-08-01
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Series: | Molecules |
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Online Access: | https://www.mdpi.com/1420-3049/24/17/3040 |
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author | Martin Cordes Markus Kalesse |
author_facet | Martin Cordes Markus Kalesse |
author_sort | Martin Cordes |
collection | DOAJ |
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. |
first_indexed | 2024-12-20T03:35:04Z |
format | Article |
id | doaj.art-ad894543dad84787b6679d2a55769d84 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-20T03:35:04Z |
publishDate | 2019-08-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-ad894543dad84787b6679d2a55769d842022-12-21T19:54:54ZengMDPI AGMolecules1420-30492019-08-012417304010.3390/molecules24173040molecules24173040Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to SynthesisMartin Cordes0Markus Kalesse1Institute of Organic Chemistry, Gottfried Wilhelm Leibniz University of Hannover, Schneiderberg 1b, 30167 Hannover, GermanyInstitute of Organic Chemistry, Gottfried Wilhelm Leibniz University of Hannover, Schneiderberg 1b, 30167 Hannover, GermanyIt 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.https://www.mdpi.com/1420-3049/24/17/3040aldol reactionsMukaiyamanatural product synthesisstereoselectivityvinylogy |
spellingShingle | Martin Cordes Markus Kalesse Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis Molecules aldol reactions Mukaiyama natural product synthesis stereoselectivity vinylogy |
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 | aldol reactions Mukaiyama natural product synthesis stereoselectivity vinylogy |
url | https://www.mdpi.com/1420-3049/24/17/3040 |
work_keys_str_mv | AT martincordes veryrecentadvancesinvinylogousmukaiyamaaldolreactionsandtheirapplicationstosynthesis AT markuskalesse veryrecentadvancesinvinylogousmukaiyamaaldolreactionsandtheirapplicationstosynthesis |