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.

Metal-mediated C–O bond forming reactions in natural product synthesis

2017 ◽  
Vol 4 (12) ◽  
pp. 2480-2499 ◽  
Author(s):  
Gwilherm Evano ◽  
Jianjun Wang ◽  
Antoine Nitelet
Keyword(s):  
Natural Product ◽  
Critical Review ◽  
Natural Product Synthesis ◽  
Bond Forming ◽  
Bond Forming Reactions ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

Metal catalyzed reactions for the formation of C(sp2)–O bonds have had a dramatic impact in natural product synthesis. They have enabled the emergence of new bond disconnections, which notably resulted in remarkably efficient and short synthetic pathways. The use of these reactions for the formation of C–O bonds in natural product synthesis is overviewed in this critical review.

ChemInform Abstract: Application of Catalytic Z-Selective Olefin Metathesis in Natural Product Synthesis

ChemInform ◽  
2015 ◽  
Vol 46 (42) ◽  
pp. no-no
Author(s):  
Simon Werrel ◽  
Johannes C.L. Walker ◽  
Timothy J. Donohoe
Keyword(s):  
Natural Product ◽  
Olefin Metathesis ◽  
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

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