scholarly journals Transition-metal and organocatalysis in natural product synthesis

2013 ◽  
Vol 9 ◽  
pp. 1192-1193 ◽  
Author(s):  
David Yu-Kai Chen ◽  
Dawei Ma
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Natural Product Synthesis

scholarly journals Recent Developments in Polyene Cyclizations and Their Applications in Natural Product Synthesis

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 67-82 ◽  
Author(s):  
Anthony Barrett ◽  
Tsz-Kan Ma ◽  
Thomas Mies
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Lewis Acid ◽  
Multiple Bond ◽  
Natural Product Synthesis ◽  
Cyclization Reactions ◽  
Cascade Cyclizations ◽  
Highly Efficient ◽  
Recent Developments ◽  
Radical Cascade

Cascade polyene cyclization reactions are highly efficient and elegant bioinspired transformations that involve simultaneous multiple bond constructions to rapidly generate complex polycyclic molecules. This review summarizes the most prominent work on a variety of cationic and radical cascade cyclizations and their applications in natural product synthesis published between 2014 and 2018.1 Introduction2 Cationic Polyene Cyclizations2.1 Lewis Acid Mediated Polyene Cyclizations2.2 Brønsted Acid Mediated Polyene Cyclizations2.3 Halogen Electrophile Initiated Polyene Cyclizations2.4 Sulfur Electrophile Initiated Polyene Cyclizations2.5 Transition-Metal-Mediated Cationic Polyene Cyclizations3 Radical Polyene Cyclizations3.1 Transition-Metal-Mediated Radical Polyene Cyclizations3.2 Photocatalyst-Mediated Polyene Cyclizations4 Origin of Stereocontrol in Polyene Cyclizations5 Conclusion

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.

Transition metal-catalyzed iodine(iii)-mediated nitrene transfer reactions: efficient tools for challenging syntheses

2017 ◽  
Vol 53 (3) ◽  
pp. 493-508 ◽  
Author(s):  
B. Darses ◽  
R. Rodrigues ◽  
L. Neuville ◽  
M. Mazurais ◽  
P. Dauban
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Synthetic Methods ◽  
Transfer Reactions ◽  
Nitrene Transfer ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The main synthetic applications of catalytic C(sp3)–H amination and alkene aziridination reactions are discussed in the context of natural product synthesis. The examples highlight that these synthetic methods now firmly belong in the organic chemist's toolbox.

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

Formation of tetrasubstituted C–C double bonds via olefin metathesis: challenges, catalysts, and applications in natural product synthesis

2018 ◽  
Vol 5 (3) ◽  
pp. 494-516 ◽  
Author(s):  
Nirmalya Mukherjee ◽  
Sebastian Planer ◽  
Karol Grela
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Olefin Metathesis ◽  
Natural Product Synthesis ◽  
Synthetic Chemistry ◽  
Double Bonds ◽  
Bond Forming ◽  
Bond Forming Reactions ◽  
The Many

Among the many types of transition-metal-catalysed C–C bond forming reactions, olefin metathesis is without a doubt one of the most thriving fields in modern organic synthetic chemistry.

Arenophile-Mediated Dearomative Functionalization Strategies

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 845-855 ◽  
Author(s):  
David Sarlah ◽  
Mikiko Okumura
Keyword(s):  
Transition Metal ◽  
Small Molecules ◽  
Natural Product ◽  
Recent Work ◽  
Transition Metal Catalysis ◽  
Natural Product Synthesis ◽  
Direct Connection ◽  
Metal Catalysis ◽  
Synthetic Strategy

The dearomatization of arenes is a fundamental synthetic strategy, providing a direct connection between simple hydrocarbons and valuable, more complex intermediates. While several strategies exist, the functionalization with concurrent introduction of functionality (i.e., dearomative functionalization) is still a largely underdeveloped field. This Synpacts article provides an overview and insights from our recent work in this area using small molecules—arenophiles.1 Introduction2 Arenophiles3 Olefin-Like Dearomative Functionalizations4 Arenophiles and Transition-Metal Catalysis5 Applications in Natural Product Synthesis6 Conclusion

Catalytic approaches to assemble cyclobutane motifs in natural product synthesis

2018 ◽  
Vol 5 (2) ◽  
pp. 254-259 ◽  
Author(s):  
Meng Wang ◽  
Ping Lu
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Total Synthesis ◽  
Natural Product ◽  
Transition Metal Catalysis ◽  
Natural Product Synthesis ◽  
Metal Catalysis ◽  
New Strategies

New strategies based on transition-metal catalysis or organocatalysis have provided new perspectives into the total synthesis of cyclobutane-containing natural products.

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