Review of synthetic approaches toward maoecrystal V

2018 ◽  
Vol 16 (23) ◽  
pp. 4210-4222 ◽  
Author(s):  
Brandon R. Smith ◽  
Jon T. Njardarson
Keyword(s):  
Natural Product ◽  
Total Syntheses ◽  
Maoecrystal V ◽  
Synthetic Approaches

Synthetic approaches toward the complex natural product diterpenoid maoecrystal V are reviewed, including successful total syntheses, published synthetic efforts, and efforts compiled from dissertations.

scholarly journals Total Syntheses of Pladienolide-Derived Spliceosome Modulators

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5938
Author(s):  
Jaehoon Sim ◽  
Eunbin Jang ◽  
Hyun Jin Kim ◽  
Hongjun Jeon
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Structural Features ◽  
Synthetic Approach ◽  
Synthetic Analog ◽  
Phase I Clinical Trials ◽  
Total Syntheses ◽  
Naturally Occurring ◽  
Anti Cancer ◽  
Synthetic Approaches

Pladienolides, an emerging class of naturally occurring spliceosome modulators, exhibit interesting structural features, such as highly substituted 12-membered macrocycles and epoxide-containing diene side chains. The potential of pladienolides as anti-cancer agents is confirmed by H3B-8800, a synthetic analog of this natural product class, which is currently under Phase I clinical trials. Since its isolation in 2004 and the first total synthesis in 2007, a dozen total syntheses and synthetic approaches toward the pladienolide class have been reported to date. This review focuses on the eight completed total syntheses of naturally occurring pladienolides or their synthetic analogs, in addition to a synthetic approach to the main framework of the natural product.

Total Syntheses of Cylindrocyclophanes Exemplifying the Power of Transition-Metal Catalysis in Natural-Product Synthesis

Synlett ◽  
2020 ◽  
Author(s):  
Bernhard Breit ◽  
Dino Berthold
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Biological Properties ◽  
Transition Metal Catalysis ◽  
Natural Product Synthesis ◽  
Metal Catalysis ◽  
Total Syntheses ◽  
Key Steps ◽  
Synthetic Approaches ◽  
Cylindrocyclophane A

Cylindrocyclophanes are a class of naturally occurring 22-membered macrocycles with a unique architecture and interesting physical, chemical, and biological properties. This comprehensive account summarizes progress in various synthetic approaches to these compounds during the last twenty years, thereby emphasizing the key steps for establishing the [7,7]-paracyclophane scaffold, as well as alternative approaches to the construction of its stereocenters. Many of these syntheses highlight the power of transition-metal catalysis for natural-product synthesis. Furthermore, the unraveling of the biosynthesis to these natural products in Cylindrospermum licheniforme is discussed.1 Introduction2 Biosynthesis3 Smith’s Synthesis of (–)-Cylindrocyclophanes A and F4 Hoye’s Synthesis of (–)-Cylindrocyclophane A5 Iwabuchi’s Syntheses of (–)-Cylindrocyclophane A and (+)-Cylindrocyclophane A6 Nicolaou’s Synthesis of (–)-Cylindrocyclophanes A and F7 Breit’s Synthesis of (–)-Cylindrocyclophane F8 Conclusion

scholarly journals Applications of the Horner-Wadsworth-Emmons olefination in modern natural product synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Dávid Roman ◽  
Maria Sauer ◽  
Christine Beemelmanns
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Reaction Conditions ◽  
Comprehensive Review ◽  
Modern Natural ◽  
Key Steps ◽  
Synthetic Approaches

Here, we have summarized more than 30 representative natural product syntheses published in 2015 to 2020 that employ one or more Horner-Wadsworth-Emmons (HWE) reactions. We comprehensively describe the applied phosphonate reagents, HWE reaction conditions and key steps of the total synthetic approaches. Our comprehensive review will support future synthetic approaches and serve as guideline to find the best HWE conditions for the most complicated natural products known

Recent Advances in the Total Synthesis of Clavaminols

Synthesis ◽  
2018 ◽  
Vol 50 (23) ◽  
pp. 4569-4576
Author(s):  
Tian Jin ◽  
Lu Zhao ◽  
Zhe-Bin Zheng ◽  
Xiao Liu ◽  
Liang Sun ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Research Groups ◽  
Total Syntheses ◽  
New Class ◽  
Recent Advances ◽  
Molecular Architectures ◽  
Synthetic Approaches ◽  
Long Chain

Clavaminols are a new class of long-chain 2-amino-3-­alkanols that mostly contain 2R,3S-configurations. Owing to their interesting molecular architectures and promising activities, they have ­become popular targets for synthetic organic chemists. In this review, we highlight 12 total syntheses of clavaminols from different research groups during the period 2009 to 2018.1 Introduction2 Synthetic Approaches toward Clavaminols2.1 Total Synthesis by Chemla and Colleagues (2009)2.2 Total Synthesis by Greck and Colleagues (2010)2.3 Total Synthesis by Sutherland and Zaed (2011)2.4 Total Synthesis by Huang and Colleagues (2011)2.5 Total Synthesis by Kotora and Colleagues (2012)2.6 Total Synthesis by Kumar and Colleagues (2013)2.7 Total Synthesis by Prabhavathi Devi and Colleagues (2013 and 2016)2.8 Total Synthesis by Sarabia and Colleagues (2014)2.9 Total Synthesis by Mohapatra and Colleagues (2016)2.10 Total Synthesis by Lu and Colleagues (2016)2.11 Total Synthesis by Jin and Colleagues (2017)2.12 Total Synthesis by Kumar Pandey and Colleagues (2018)3 Conclusion

Asymmetric Total Syntheses of (+)-Mycoepoxydiene (IV) and Related Natural Product (-)-1893A (V): Application of One-Pot Ring-Opening/Cross/Ring-Closing Metathesis to Construct Their 9-Oxabicyclo[4.2.1]nona-2,4-diene Skeleton.

ChemInform ◽  
2005 ◽  
Vol 36 (20) ◽  
Author(s):  
Ken-ichi Takao ◽  
Hiroyuki Yasui ◽  
Shun Yamamoto ◽  
Daisuke Sasaki ◽  
Soujiro Kawasaki ◽  
...  
Keyword(s):  
Natural Product ◽  
Ring Opening ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Total Syntheses

Total Syntheses of the Antibacterial Natural Product Abyssomicin C

2006 ◽  
Vol 45 (35) ◽  
pp. 5736-5739 ◽  
Author(s):  
René Peters ◽  
Daniel F. Fischer
Keyword(s):  
Natural Product ◽  
Total Syntheses

Transition metal-promoted biomimetic steps in total syntheses

2014 ◽  
Vol 31 (4) ◽  
pp. 533-549 ◽  
Author(s):  
Xu-Wen Li ◽  
Bastien Nay
Keyword(s):  
Transition Metal ◽  
Transition Metals ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Total Syntheses

Important biomimetic steps in natural product synthesis have been promoted by transition metals, as exemplified by this beautiful ruthenium-catalyzed rearrangement of an endoperoxide into elysiapyrone A. Such reactions are supposed to occur during the biosynthesis, yet under different catalysis conditions.

Modular total syntheses of mycolactone A/B and its [2H]-isotopologue

2017 ◽  
Vol 15 (36) ◽  
pp. 7518-7522 ◽  
Author(s):  
Sarah Saint-Auret ◽  
Hajer Abdelkafi ◽  
Didier Le Nouen ◽  
Laure Guenin-Macé ◽  
Caroline Demangel ◽  
...  
Keyword(s):  
Natural Product ◽  
Total Syntheses

A new synthetic blueprint of mycolactone A/B is reported, granting access to the natural product and its [2H]-isotopologue.

The Total Syntheses of Phorboxazoles — New Classics in Natural Product Synthesis.

ChemInform ◽  
2003 ◽  
Vol 34 (35) ◽  
Author(s):  
Lars Ole Haustedt ◽  
Ingo V. Hartung ◽  
H. M. R. Hoffmann
Keyword(s):  
Natural Product ◽  
Natural Product Synthesis ◽  
Total Syntheses
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