Skipped dienes in natural product synthesis
Covering: 2000-2020 The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate. The prevalence of this nonconjugate...
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| Veröffentlicht in: | Natural product reports 2021-12, Vol.38 (12), p.2187-2213 |
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| creator | Petruncio, Greg Shellnutt, Zachary Elahi-Mohassel, Synah Alishetty, Suman Paige, Mikell |
| description | Covering: 2000-2020
The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate. The prevalence of this nonconjugated diene system in nature has resulted in numerous encounters in the total synthesis literature. However, skipped dienes have not been extensively reviewed, which could be attributed to overshadowing by the more recognized 1,3-diene system. In this review, we aim to highlight the relevance of skipped dienes in natural products through the lens of total synthesis. Subjects that will be covered include nomenclature, structural properties, prevalence in natural products, synthetic strategies and the future direction of the field.
The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate. |
| doi_str_mv | 10.1039/d1np00012h |
| format | Article |
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The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate. The prevalence of this nonconjugated diene system in nature has resulted in numerous encounters in the total synthesis literature. However, skipped dienes have not been extensively reviewed, which could be attributed to overshadowing by the more recognized 1,3-diene system. In this review, we aim to highlight the relevance of skipped dienes in natural products through the lens of total synthesis. Subjects that will be covered include nomenclature, structural properties, prevalence in natural products, synthetic strategies and the future direction of the field.
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The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate. The prevalence of this nonconjugated diene system in nature has resulted in numerous encounters in the total synthesis literature. However, skipped dienes have not been extensively reviewed, which could be attributed to overshadowing by the more recognized 1,3-diene system. In this review, we aim to highlight the relevance of skipped dienes in natural products through the lens of total synthesis. Subjects that will be covered include nomenclature, structural properties, prevalence in natural products, synthetic strategies and the future direction of the field.
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The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate. The prevalence of this nonconjugated diene system in nature has resulted in numerous encounters in the total synthesis literature. However, skipped dienes have not been extensively reviewed, which could be attributed to overshadowing by the more recognized 1,3-diene system. In this review, we aim to highlight the relevance of skipped dienes in natural products through the lens of total synthesis. Subjects that will be covered include nomenclature, structural properties, prevalence in natural products, synthetic strategies and the future direction of the field.
The 1,4-diene motif, also known as a skipped diene, is widespread across various classes of natural products including alkaloids, fatty acids, terpenoids, and polyketides as part of either the finalized structure or a biosynthetic intermediate.</abstract><cop>CAMBRIDGE</cop><pub>Royal Soc Chemistry</pub><pmid>34913051</pmid><doi>10.1039/d1np00012h</doi><tpages>27</tpages><orcidid>https://orcid.org/0000-0002-2527-1064</orcidid><orcidid>https://orcid.org/0000-0002-7491-0280</orcidid><orcidid>https://orcid.org/0000-0002-8079-8483</orcidid><orcidid>https://orcid.org/0000-0001-9292-1277</orcidid><orcidid>https://orcid.org/0000-0002-8270-6714</orcidid></addata></record> |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Biochemistry & Molecular Biology Biological Products - metabolism Chemistry Chemistry, Medicinal Chemistry, Organic Dienes Fatty acids Fatty Acids - metabolism Life Sciences & Biomedicine Metabolic Networks and Pathways Molecular Structure Natural products Nomenclature Pharmacology & Pharmacy Physical Sciences Polyketides Science & Technology Stereoisomerism Synthesis Terpenes |
| title | Skipped dienes in natural product synthesis |
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