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Diver, S. T. et al.: 2022 Science of Synthesis, 2022/2: Knowledge Updates 2022/2 DOI: 10.1055/sos-SD-146-00034
Knowledge Updates 2022/2

46.14 Conjugated Diene Synthesis by Rearrangement of 1,3-Dienes to 1,3-Dienes

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Book

Editors: Diver, S. T.; Donohoe, T. J.; Joule, J. A.

Authors: Aitken, R. A. ; Behlow, K. T.; Chandra, D. ; Clark, J. R. ; Gupta, S. S. ; Kumar, R. ; Mills, M. D.; Sharma, U. ; Sloane, S. E.

Title: Knowledge Updates 2022/2

Print ISBN: 9783132451933; Online ISBN: 9783132451957; Book DOI: 10.1055/b000000642

1st edition © 2022. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Knowledge Updates



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fuerstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

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Abstract

The ubiquity of 1,3-dienes in natural products remains an inspiration for developing new reactions to access conjugated diene functionality, with controlled substitution at various positions within the diene. Isomerization of 1,3-dienes has emerged as a unique approach to access highly substituted 1,3-diene functionality in small organic molecules. This review covers classical and modern synthetic strategies to accomplish dienyl isomerization reactions, including the transition-metal-catalyzed and metal-free transformations of 1,3-dienes, to afford more stabilized and sometimes more highly substituted 1,3-diene functionality.

Key words

1,3-dienes - dienyl isomerization - ruthenium hydride catalysis - cobalt hydride catalysis - conjugated dienes - rearrangements - transition-metal catalysis
 
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