Details
| Original language | English |
|---|---|
| Pages (from-to) | 6811-6826 |
| Number of pages | 16 |
| Journal | Chemical communications |
| Volume | 59 |
| Issue number | 45 |
| Publication status | Published - 10 May 2023 |
Abstract
Natural product chemistry is constantly challenged by newly discovered, complex molecules. Elements of complexity arise from unprecedented frameworks, with a large amount of densely packed stereogenic centres and different functional groups along with a generally high oxidation state. As a prime example, rearranged triterpenoids possess all these elements. For their total synthesis, a limit of what is considered sensible in terms of steps and yield is frequently reached. As an alternative, semisynthetic approaches have gained a great amount of attention in recent years. In this featured article, we present our and others' contributions towards the development of efficient and economic syntheses of complex terpenoid natural products and elaborate on the underlying rationale of biogenetic space-guided synthetic analysis.
ASJC Scopus subject areas
- Materials Science(all)
- Electronic, Optical and Magnetic Materials
- Chemical Engineering(all)
- Catalysis
- Materials Science(all)
- Ceramics and Composites
- Chemistry(all)
- Materials Science(all)
- Surfaces, Coatings and Films
- Materials Science(all)
- Metals and Alloys
- Materials Science(all)
- Materials Chemistry
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In: Chemical communications, Vol. 59, No. 45, 10.05.2023, p. 6811-6826.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Biogenetic space-guided synthesis of rearranged terpenoids
AU - Alekseychuk, Mykhaylo
AU - Heretsch, Philipp
N1 - Funding Information: Financial support for this work was provided by the European Research Council (ERC Consolidator Grant “RadCrossSyn”), Deutsche Forschungsgemeinschaft (Heisenberg-Program HE 7133/8-1) and Boehringer Ingelheim Stiftung (plus3 perspectives program). We would like to thank our former and current group members who worked on the projects highlighted here (Sinan C. A. Adrian, Maximilian G. Bauer, Dr Fenja L. Duecker and Dr Robert C. Heinze). Finally, we would like to thank an unknown reviewer for his/her valuable comments.
PY - 2023/5/10
Y1 - 2023/5/10
N2 - Natural product chemistry is constantly challenged by newly discovered, complex molecules. Elements of complexity arise from unprecedented frameworks, with a large amount of densely packed stereogenic centres and different functional groups along with a generally high oxidation state. As a prime example, rearranged triterpenoids possess all these elements. For their total synthesis, a limit of what is considered sensible in terms of steps and yield is frequently reached. As an alternative, semisynthetic approaches have gained a great amount of attention in recent years. In this featured article, we present our and others' contributions towards the development of efficient and economic syntheses of complex terpenoid natural products and elaborate on the underlying rationale of biogenetic space-guided synthetic analysis.
AB - Natural product chemistry is constantly challenged by newly discovered, complex molecules. Elements of complexity arise from unprecedented frameworks, with a large amount of densely packed stereogenic centres and different functional groups along with a generally high oxidation state. As a prime example, rearranged triterpenoids possess all these elements. For their total synthesis, a limit of what is considered sensible in terms of steps and yield is frequently reached. As an alternative, semisynthetic approaches have gained a great amount of attention in recent years. In this featured article, we present our and others' contributions towards the development of efficient and economic syntheses of complex terpenoid natural products and elaborate on the underlying rationale of biogenetic space-guided synthetic analysis.
UR - http://www.scopus.com/inward/record.url?scp=85159308633&partnerID=8YFLogxK
U2 - 10.1039/d3cc01009k
DO - 10.1039/d3cc01009k
M3 - Article
C2 - 37162324
AN - SCOPUS:85159308633
VL - 59
SP - 6811
EP - 6826
JO - Chemical communications
JF - Chemical communications
SN - 1359-7345
IS - 45
ER -