scholarly journals Perspectives from nearly five decades of total synthesis of natural products and their analogues for biology and medicine

2020 ◽  
Vol 37 (11) ◽  
pp. 1404-1435 ◽  
Author(s):  
K. C. Nicolaou ◽  
Stephan Rigol
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Biological Properties ◽  
Review Article ◽  
Total Syntheses

This review article summarises a series of total syntheses of natural and designed molecules primarily for biology and medicine. Aspects of new synthetic strategies and methods and optimisation of biological properties are emphasised.

scholarly journals Recent advances in the total syntheses of indole diterpenoids

2021 ◽  
Vol 85 (1) ◽  
pp. 13-23
Author(s):  
Masaru Enomoto
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
State Of The Art ◽  
Large Family ◽  
Biological Properties ◽  
Molecular Architecture ◽  
Indole Ring ◽  
Research Groups ◽  
Total Syntheses ◽  
Current State

Abstract Indole diterpenoids constitute a large family of natural products that are characterized by a hybrid molecular architecture consisting of an indole nucleus and diterpenoid moiety. Their pharmacologically and agriculturally important biological properties as well as intriguing molecular architectures have attracted much attention from many synthetic organic chemists. In 2012, we succeeded in the concise total synthesis of a paspalane-type indole diterpenoid, namely paspalinine, by developing a highly efficient indole ring formation protocol. After the report of this total synthesis, 4 research groups achieved the total syntheses of other paspalane- and nodulisporane-type indole diterpenoids using current state-of-the-art methods. This review summarizes the total syntheses of the paspalane- and nodulisporane-type indole diterpenoids that were described in the last 10 years.

scholarly journals Applications of Friedel–Crafts reactions in total synthesis of natural products

RSC Advances ◽  
2018 ◽  
Vol 8 (70) ◽  
pp. 40061-40163 ◽  
Author(s):  
Majid M. Heravi ◽  
Vahideh Zadsirjan ◽  
Pegah Saedi ◽  
Tayebeh Momeni
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Biological Properties ◽  
Complex Molecules ◽  
Total Syntheses

In this review, we try to underscore the applications of intermolecular and intramolecular FC reactions in the total syntheses of natural products and complex molecules, exhibiting diverse biological properties.

Total synthesis of the potent antifungal agents bengazole C and E

2009 ◽  
Vol 74 (6) ◽  
pp. 887-900 ◽  
Author(s):  
Álvaro Enríquez-García ◽  
Steven V. Ley
Keyword(s):  
Natural Products ◽  
Antifungal Activity ◽  
Total Synthesis ◽  
Marine Natural Products ◽  
Antifungal Agents ◽  
Nitrile Oxide ◽  
Total Syntheses ◽  
Unique Structure

The bengazoles are marine natural products with unique structure, containing two oxazole rings flanking a single carbon. They show very potent antifungal activity. The total syntheses of bengazole C and E are described following a convergent route which involves diastereoselective cycloaddition of an appropriately substituted nitrile oxide with a butane-1,2-diacetal-protected alkenediol as the key step.

Aryne-based strategy in the total synthesis of naturally occurring polycyclic compounds

2018 ◽  
Vol 47 (21) ◽  
pp. 8030-8056 ◽  
Author(s):  
Hiroshi Takikawa ◽  
Arata Nishii ◽  
Takahiro Sakai ◽  
Keisuke Suzuki
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Polycyclic Compounds ◽  
Total Syntheses ◽  
Naturally Occurring

This review has outlined the strategies and tactics of using arynes in the total syntheses of polycyclic natural products.

scholarly journals Contiguous Quaternary Carbons: A Selection of Total Syntheses

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3841
Author(s):  
Alina Eggert ◽  
Christoph Etling ◽  
Dennis Lübken ◽  
Marius Saxarra ◽  
Markus Kalesse
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Status Quo ◽  
Total Syntheses ◽  
The Status ◽  
Selection Of ◽  
Quaternary Carbons

Contiguous quaternary carbons in terpene natural products remain a major challenge in total synthesis. Synthetic strategies to overcome this challenge will be a pivotal prerequisite to the medicinal application of natural products and their analogs or derivatives. In this review, we cover syntheses of natural products that exhibit a dense assembly of quaternary carbons and whose syntheses were uncompleted until recently. While discussing their syntheses, we not only cover the most recent total syntheses but also provide an update on the status quo of modern syntheses of complex natural products. Herein, we review (±)-canataxpropellane, (+)-waihoensene, (–)-illisimonin A and (±)-11-O-debenzoyltashironin as prominent examples of natural products bearing contiguous quaternary carbons.

Construction of sulfur-containing moieties in the total synthesis of natural products

2020 ◽  
Vol 37 (2) ◽  
pp. 246-275 ◽  
Author(s):  
Nengzhong Wang ◽  
Puli Saidhareddy ◽  
Xuefeng Jiang
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Total Syntheses ◽  
Sulfur Containing

This review surveys the total syntheses of sulfur-containing natural products where sulfur atoms are introduced with different sulfurization agents to construct related sulfur-containing moieties.

scholarly journals Strategies and Efforts towards the Total Synthesis of Palhinine Alkaloids

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4211
Author(s):  
Yu-Yan Liang ◽  
Shi-Chao Lu ◽  
Ya-Ling Gong ◽  
Shu Xu
Keyword(s):  
Total Synthesis ◽  
Review Article ◽  
Research Groups ◽  
Asymmetric Total Synthesis ◽  
Carbon Cage ◽  
Total Syntheses ◽  
The Past ◽  
Lycopodium Alkaloids

The palhinine family of Lycopodium alkaloids were first reported in 2010, which feature an intriguing isotwistane carbon cage and a nine-membered azonane ring. It is noteworthy that the tetracyclic 5/6/6/9 skeleton was unprecedented in Lycopodium alkaloids before their seminal discovery. Over the past decade, extensive synthetic efforts stemming from seven research groups have resulted in two racemic total syntheses to date. This review article takes the opportunity to survey these efforts and achievements so as to promote further research towards the asymmetric total synthesis of palhinine alkaloids.

Catalytic asymmetric dearomatization (CADA) reaction-enabled total synthesis of indole-based natural products

2019 ◽  
Vol 36 (11) ◽  
pp. 1589-1605 ◽  
Author(s):  
Chao Zheng ◽  
Shu-Li You
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Indole Derivatives ◽  
Total Syntheses ◽  
Catalytic Asymmetric

The recent enantioselective total syntheses of natural products enabled by catalytic asymmetric dearomatization reactions of indole derivatives are presented.

scholarly journals Total synthesis of the azolemycins

2016 ◽  
Vol 14 (4) ◽  
pp. 1450-1454 ◽  
Author(s):  
Zoe J. Anderson ◽  
David J. Fox
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Analogue ◽  
Total Syntheses

The first total syntheses of newly isolated polyazole natural products azolemycins A–D, along with the synthesis of the tetra-oxazole non-natural analogue, are described.

scholarly journals Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)

Catalysts ◽  
2020 ◽  
Vol 10 (10) ◽  
pp. 1199
Author(s):  
Sijia Chen ◽  
Chongguo Jiang ◽  
Nan Zheng ◽  
Zhen Yang ◽  
Lili Shi
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Organic Synthesis ◽  
Total Syntheses

Metal-mediated cyclizations are important transformations in a natural product total synthesis. The Pauson-Khand reaction, particularly powerful for establishing cyclopentenone-containing structures, is distinguished as one of the most attractive annulation processes routinely employed in synthesis campaigns. This review covers Co, Rh, and Pd catalyzed Pauson-Khand reaction and summarizes its strategic applications in total syntheses of structurally complex natural products in the last five years. Additionally, the hetero-Pauson-Khand reaction in the synthesis of heterocycles will also be discussed. Focusing on the panorama of organic synthesis, this review highlights the strategically developed Pauson-Khand reaction in fulfilling total synthetic tasks and its synthetic attractiveness is aimed to be illustrated.

Sign in / Sign up

Export Citation Format

Share Document