scholarly journals Exploiting the Limits of Divergency Scaffolds in Natural Product Synthesis: The Case Study of Sesquiterpenoids

2021 ◽  
Author(s):  
Vera P. Demertzidou ◽  
Alexandros Zografos
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Rational Design ◽  
Natural Product Synthesis ◽  
Oxidation States

Divergent synthesis is a powerful but yet underdeveloped method to address the usual drawbacks of poor supply and confined diversity in the total synthesis of natural products. Herein, we describe the rational design behind the selection and the synthesis of a divergency scaffold for sesquiterpenoid lactones synthesis, as a case study, which provides access to a rich collection of carbocycles in different oxidation states within 8,12-sesquiterpenoids through simple, scalable transformations.

Ir-Catalyzed reactions in natural product synthesis

2018 ◽  
Vol 5 (1) ◽  
pp. 132-150 ◽  
Author(s):  
Pengquan Chen ◽  
Yuecheng Wu ◽  
Shifa Zhu ◽  
Huanfeng Jiang ◽  
Zhiqiang Ma
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Catalyzed Reactions

This review highlights the recent applications of Ir-catalyzed reactions in the total synthesis of natural products.

Synthesis of α-exo-Methylene-γ-butyrolactone: Recent Developments and Applications in Natural Product Synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Weilong Liu ◽  
Nicolas Winssinger
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Vast Array ◽  
The Past ◽  
New Approaches ◽  
Recent Developments

The α-exo-methylene-γ-butyrolactone moiety is present in a vast array of structurally diverse natural products and is often central to their biological activity. In this review, we summarize new approaches to α-exo-methylene-γ-butyrolactones developed over the past decade as well as their applications in total synthesis.

scholarly journals Recent advances in the total synthesis of cyclobutane-containing natural products

2020 ◽  
Vol 7 (1) ◽  
pp. 136-154 ◽  
Author(s):  
Jinshan Li ◽  
Kai Gao ◽  
Ming Bian ◽  
Hanfeng Ding
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Recent Advances ◽  
Recent Developments

Recent developments of strategies on the construction of cyclobutanes and their application in complex natural product synthesis are discussed.

scholarly journals Rhodium(ii)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

2015 ◽  
Vol 13 (23) ◽  
pp. 6419-6431 ◽  
Author(s):  
Fanny J. Lombard ◽  
Mark J. Coster
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Oxygen Reactivity

This review highlights reactivity and selectivity trends for the insertion of Rh(ii) carbenes into C–H bonds that are activated by α-oxygen substituents, and the application of this reaction to the total synthesis of some natural products.

Total Synthesis of Natural Products Using Intramolecular Nozaki–Hiyama–Takai–Kishi Reactions

Synlett ◽  
2020 ◽  
Vol 31 (05) ◽  
pp. 421-433 ◽  
Author(s):  
Ken-ichi Takao ◽  
Akihiro Ogura ◽  
Keisuke Yoshida ◽  
Siro Simizu
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Total Syntheses

In this Account, we describe our studies on the total synthesis of several natural products using intramolecular Nozaki–Hiyama–Takai–Kishi (NHTK) reactions. In each synthesis, an NHTK reaction is used to efficiently construct a medium-sized ring. These examples demonstrate the utility of the intramolecular NHTK reaction in natural product synthesis.1 Introduction2 Total Synthesis of (+)-Pestalotiopsin A3 Total Synthesis of (+)-Cytosporolide A4 Total Synthesis of (+)-Vibsanin A5 Total Syntheses of (+)-Aquatolide and Related Humulanolides6 Conclusion

scholarly journals Recent advancements in synthetic methodologies of 3-substituted phthalides and their application in the total synthesis of biologically active natural products

RSC Advances ◽  
2020 ◽  
Vol 10 (21) ◽  
pp. 12626-12652 ◽  
Author(s):  
Amardeep Awasthi ◽  
Mandeep Singh ◽  
Garima Rathee ◽  
Ramesh Chandra
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Contextual Information ◽  
Natural Product Synthesis ◽  
Biologically Active ◽  
Synthetic Methodologies ◽  
Active Natural

We have provided contextual information on the chemistry of 3-substituted phthalides and their significance in natural product synthesis.

scholarly journals The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis

2014 ◽  
Vol 31 (10) ◽  
pp. 1318-1327 ◽  
Author(s):  
Mikail E. Abbasov ◽  
Daniel Romo
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis

This Highlight provides a brief overview of covalent, asymmetric modes of organocatalysis and applications of scalable versions of these methods applied to the total synthesis of natural products.

scholarly journals Total Synthesis of Oxepin and Dihydrooxepin Containing Natural Products

Synthesis ◽  
2021 ◽  
Author(s):  
Thomas Magauer ◽  
Kevin Rafael Sokol
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Radical Cyclization ◽  
Sigmatropic Rearrangement ◽  
Natural Product Synthesis ◽  
Synthetic Methods ◽  
Acid Catalyzed ◽  
Metal Catalyzed ◽  
Key Steps

AbstractThe construction of oxepin and dihydrooxepin containing natural products represents a challenging task in total synthesis. In the last decades, a variety of synthetic methods have been reported for the installation of these structural motifs. Herein, we provide an overview of synthetic methods and strategies to construct these motifs in the context of natural product synthesis and highlight the key steps of each example.1 Introduction2 Oxepin Natural Products3 Dihydrooxepin Natural Products3 Brønsted or Lewis acid Catalyzed Cyclization3.2 Radical Cyclization3.3 Substitution and Addition Cyclization3.4 Sigmatropic Rearrangement3.5 Oxidative Methods3.6 Transition Metal Catalyzed Cyclization4 Summary

Sonogashira coupling in natural product synthesis

2014 ◽  
Vol 1 (5) ◽  
pp. 556-566 ◽  
Author(s):  
Dan Wang ◽  
Shuanhu Gao
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Sonogashira Coupling ◽  
Key Steps

This review will focus on selected applications of Sonogashira coupling and subsequent transformations as key steps in the total synthesis of natural products.

Recent Advances on the Application of Electrocyclic Reactions in Complex Natural Product Synthesis

Synthesis ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 4383-4413 ◽  
Author(s):  
Ming Bian ◽  
Hanfeng Ding ◽  
Lekai Li
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Electrocyclic Reactions ◽  
Recent Advances ◽  
Electrocyclic Reaction

The electrocyclic reaction is one of the most powerful tools for the construction of complex polycyclic scaffolds in a highly stereocontrolled fashion. In this review, recent advances in its application in the total synthesis of representative natural products are discussed, with the aim of providing a complement to existing reviews.1 Introduction2 4π Electrocyclization2.1 Neutral 4π Electrocyclization2.2 Cationic 4π Electrocyclization3 6π Electrocyclization3.1 All-Carbon 6π Electrocyclization3.2 Oxa-6π Electrocyclization3.3 Aza-6π Electrocyclization3.4 Retro-6π Electrocyclization4 8π Electrocyclization5 Conclusion and Outlook

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