Recent Developments in the Meyer‐Schuster Rearrangement
The Meyer‐Schuster rearrangement is an efficient method to prepare α,β‐unsatured carbonyl compounds starting from propargylic alcohols and this review presents the remarkable progress made during the last decade in this reaction. New efficient catalytic systems have been discovered and many elegant...
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| Published in | European journal of organic chemistry Vol. 2021; no. 4; pp. 514 - 542 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Wiley-VCH Verlag
26.01.2021
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| Subjects | |
| Online Access | Get full text |
| ISSN | 1434-193X 1099-0690 |
| DOI | 10.1002/ejoc.202001494 |
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| Abstract | The Meyer‐Schuster rearrangement is an efficient method to prepare α,β‐unsatured carbonyl compounds starting from propargylic alcohols and this review presents the remarkable progress made during the last decade in this reaction. New efficient catalytic systems have been discovered and many elegant applications have been reported for this rearrangement. To be noticed in particular are the new and efficient cascade processes affording a wide range of carbo‐ and heterocyclic molecules. Moreover, brilliant applications of this rearrangement have been described as well, in the total synthesis of complex natural products and their analogues. Finally, the first examples of aza‐Meyer‐Schuster rearrangements have been recently described as well.
A century after its discovery, the Meyer‐Schuster rearrangement appears as a very useful method to prepare α,β‐unsaturated carbonyl derivatives. This comprehensive review highlights the progress of this reaction during the last decade focusing on the new catalysts, the novel cascade reactions, the brilliant applications in total synthesis of natural products, and the first examples of aza‐Meyer‐Schuster rearrangement. |
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| AbstractList | The Meyer‐Schuster rearrangement is an efficient method to prepare α,β‐unsatured carbonyl compounds starting from propargylic alcohols and this review presents the remarkable progress made during the last decade in this reaction. New efficient catalytic systems have been discovered and many elegant applications have been reported for this rearrangement. To be noticed in particular are the new and efficient cascade processes affording a wide range of carbo‐ and heterocyclic molecules. Moreover, brilliant applications of this rearrangement have been described as well, in the total synthesis of complex natural products and their analogues. Finally, the first examples of aza‐Meyer‐Schuster rearrangements have been recently described as well.
A century after its discovery, the Meyer‐Schuster rearrangement appears as a very useful method to prepare α,β‐unsaturated carbonyl derivatives. This comprehensive review highlights the progress of this reaction during the last decade focusing on the new catalysts, the novel cascade reactions, the brilliant applications in total synthesis of natural products, and the first examples of aza‐Meyer‐Schuster rearrangement. The Meyer‐Schuster rearrangement is an efficient method to prepare α,β‐unsatured carbonyl compounds starting from propargylic alcohols and this review presents the remarkable progress made during the last decade in this reaction. New efficient catalytic systems have been discovered and many elegant applications have been reported for this rearrangement. To be noticed in particular are the new and efficient cascade processes affording a wide range of carbo‐ and heterocyclic molecules. Moreover, brilliant applications of this rearrangement have been described as well, in the total synthesis of complex natural products and their analogues. Finally, the first examples of aza ‐Meyer‐Schuster rearrangements have been recently described as well. A century after its discovery, the Meyer-Schuster rearrangement appears as a very useful method to prepare α,β-unsaturated carbonyl derivatives. This comprehensive review highlights the progress of this reaction during the last decade focusing on the new catalysts, the novel cascade reactions, the brilliant applications in total synthesis of natural products, and the first examples of aza-Meyer-Schuster rearrangement. |
| Author | Hachem, Ali Justaud, Frédéric Grée, René |
| Author_xml | – sequence: 1 givenname: Frédéric surname: Justaud fullname: Justaud, Frédéric organization: CNRS (Institut for Chemical Sciences in Rennes), UMR 6226 – sequence: 2 givenname: Ali surname: Hachem fullname: Hachem, Ali organization: Lebanese University – sequence: 3 givenname: René surname: Grée fullname: Grée, René email: rene.gree@univ-rennes1.fr organization: CNRS (Institut for Chemical Sciences in Rennes), UMR 6226 |
| BackLink | https://univ-rennes.hal.science/hal-03269552$$DView record in HAL |
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| Issue | 4 |
| Keywords | cascade reactions catalysis total synthesis Meyer-Schuster rearrangement |
| Language | English |
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| Notes | Most of this review article has been prepared during Covid 19 pandemy. Therefore, we dedicate it, – first to all persons who unfortunately died from this disease and, – second to all people (medical doctors and many others) who helped their congeners to survive to this pandemy. |
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| Snippet | The Meyer‐Schuster rearrangement is an efficient method to prepare α,β‐unsatured carbonyl compounds starting from propargylic alcohols and this review presents... A century after its discovery, the Meyer-Schuster rearrangement appears as a very useful method to prepare α,β-unsaturated carbonyl derivatives. This... |
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| SubjectTerms | Cascade reactions Catalysis Chemical Sciences Meyer-Schuster Organic chemistry Rearrangement Total synthesis |
| Title | Recent Developments in the Meyer‐Schuster Rearrangement |
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