Strategies for the synthesis of furo-pyranones and their application in the total synthesis of related natural products

2021 ◽  
Author(s):  
Sagar Sudam Thorat ◽  
Ravindar Kontham
Keyword(s):  
Organic Chemistry ◽  
Molecular Structure ◽  
Natural Products ◽  
Total Synthesis ◽  
Small Molecules ◽  
Synthetic Organic Chemistry

The furo-pyranone framework is widely present in the molecular structure of various biologically potent natural products and un-natural small molecules, and it represents a valuable target in synthetic organic chemistry...

scholarly journals Recent Chemical Methodology Advances in the Total Synthesis of Meroterpenoids

2021 ◽  
Vol 68 (2) ◽  
pp. 247-267
Author(s):  
Jan Petrovčič ◽  
Chad Nicholas Ungarean ◽  
David Sarlah
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Total Synthesis ◽  
Feature Article ◽  
Total Syntheses ◽  
Synthetic Organic Chemistry ◽  
Synthetic Studies

Heterogeneity of meroterpenoids arising from their dual biosynthetic origins is constantly provoking synthetic chemists to utilize their ingenuity and revise their retrosynthetic logic. By studying recent publications on meroterpenoid synthesis,tremendous advances in the field of synthetic organic chemistry can be witnessed. This feature article covers some of the most intriguing total syntheses and synthetic studies towards the meroterpenoid class of natural products from the last five years.

Synthetic studies on heterocyclic natural products

2014 ◽  
Vol 92 (3) ◽  
pp. 186-193 ◽  
Author(s):  
Marco A. Ciufolini
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Synthetic Organic Chemistry ◽  
Thiopeptide Antibiotics ◽  
Erythrina Alkaloids ◽  
Synthetic Studies

This paper highlights ongoing efforts toward Erythrina alkaloids, himandrine, tetrodotoxin, and thiopeptide antibiotics such as nosiheptide and describes representative spinoffs in biomedicine that emanated from the author’s research in synthetic organic chemistry.

scholarly journals IL PROFUMO DI PULITO

2012 ◽  
Author(s):  
Claudio Fuganti ◽  
Maria Elisabetta Brenna
Keyword(s):  
Organic Chemistry ◽  
Total Synthesis ◽  
Aromatic Compounds ◽  
Natural Sources ◽  
Synthetic Organic Chemistry ◽  
Odorous Substances

Modern perfumery was born nearly a century ago, when synthetic organic chemistry made available a great variety of products, besides those traditionally obtained by extraction from nature: pure or enriched compounds isolated from natural sources, semi-synthetic products prepared from natural starting materials, aromatic compounds obtained by total synthesis. The most relevant results achieved in the last decade are herein presented for several types of odorous substances.

Recent applications of the hetero Diels–Alder reaction in the total synthesis of natural products

RSC Advances ◽  
2015 ◽  
Vol 5 (123) ◽  
pp. 101999-102075 ◽  
Author(s):  
Majid M. Heravi ◽  
Tahereh Ahmadi ◽  
Mahdieh Ghavidel ◽  
Bahareh Heidari ◽  
Hoda Hamidi
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Total Synthesis ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Synthetic Utility

The synthetic utility and potential power of the Diels–Alder (D–A) reaction in organic chemistry is evident.

scholarly journals A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones

2021 ◽  
Vol 22 (5) ◽  
pp. 2769
Author(s):  
Joonseong Hur ◽  
Jaebong Jang ◽  
Jaehoon Sim
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Small Molecules ◽  
Biologically Active ◽  
Synthetic Methods ◽  
Pharmacological Activities ◽  
New Developments ◽  
The Past ◽  
Privileged Structures ◽  
Significant Attention

γ-Butyrolactone, a five-membered lactone moiety, is one of the privileged structures of diverse natural products and biologically active small molecules. Because of their broad spectrum of biological and pharmacological activities, synthetic methods for γ-butyrolactones have received significant attention from synthetic and medicinal chemists for decades. Recently, new developments and improvements in traditional methods have been reported by considering synthetic efficiency, feasibility, and green chemistry. In this review, the pharmacological activities of natural and synthetic γ-butyrolactones are described, including their structures and bioassay methods. Mainly, we summarize recent advances, occurring during the past decade, in the construction of γ-butyrolactone classified based on the bond formation in γ-butyrolactone between (i) C5-O1 bond, (ii) C4-C5 and C2-O1 bonds, (iii) C3-C4 and C2-O1 bonds, (iv) C3-C4 and C5-O1 bonds, (v) C2-C3 and C2-O1 bonds, (vi) C3-C4 bond, and (vii) C2-O1 bond. In addition, the application to the total synthesis of natural products bearing γ-butyrolactone scaffolds is described.

Construction of Carbon-Carbon and Carbon-Heteroatom Bonds: Enabled by Visible Light

2020 ◽  
Vol 24 (1) ◽  
pp. 44-73 ◽  
Author(s):  
Animesh Mondal ◽  
Chhanda Mukhopadhyay
Keyword(s):  
Organic Chemistry ◽  
Visible Light ◽  
Small Molecules ◽  
Environmentally Benign ◽  
Present Review ◽  
Synthetic Methodology ◽  
Environment Friendly ◽  
Synthetic Organic Chemistry ◽  
The Past ◽  
Green Strategy

The present review provides an overview of visible light-mediated environment- friendly approaches over the past decade for the formation of carbon-carbon and carbon-heteroatom framework. This area has recently emerged as a versatile, environmentally benign and green platform for the development of a highly sustainable synthetic methodology. According to the recent advancements, visible light has come to the forefront in synthetic organic chemistry as a powerful green strategy for the activation of small molecules.

scholarly journals Recent Advances in the Total Synthesis of Tetramic Acid-Containing Natural Products

2016 ◽  
Vol 2016 ◽  
pp. 1-13 ◽  
Author(s):  
Wen-Ju Bai ◽  
Chen Lu ◽  
Xiqing Wang
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Side Chain ◽  
Tetramic Acid ◽  
Unique Type ◽  
Recent Advances ◽  
Chemistry Community

With incredible bioactivities and fascinating structural complexities, tetramic acid- (TA-) containing natural products have attracted favorable attention among the organic chemistry community. Although the construction of the TA core is usually straightforward, the intricate C3-side chain sometimes asks for some deliberative strategy so as to fulfill an elegant total synthesis. This review mainly covers some exceptional synthetic examples for each type of natural product in recent years, showcasing the great achievements as well as unsettled obstacles in this area, in the hope of accelerating the synthetic and biological investigations for this unique type of natural product.

Modular Approaches to Cyclopentanoids and their Heteroanalogs

Synlett ◽  
2020 ◽  
Vol 31 (20) ◽  
pp. 1976-2012
Author(s):  
Sambasivarao Kotha ◽  
Yellaiah Tangella
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Olefin Metathesis ◽  
Ring System ◽  
Diels Alder ◽  
Ring Closing Metathesis ◽  
Synthetic Organic Chemistry ◽  
The Past

AbstractCyclopentanoids and their derivatives are interesting targets in synthetic organic chemistry due to their extensive applications in various branches of chemical sciences like pharmaceuticals, natural and non-natural products. In view of these applications, several synthetic strategies have been developed in the past three to four decades. In this article, we describe our work towards the synthesis of cyclopentanoids and their heteroanalogs involving diverse synthetic strategies during the past two decades. Among these, photo-thermal olefin metathesis, ring-closing metathesis, ring-rearrangement metathesis, cyclopentane annulation, [2+2+2] cycloaddition and Diels–Alder reactions have been used to assemble cyclopentane rings of diverse architecture. 1 Introduction 2 Synthesis of Spiro[4.4]nonane (A1) Derivatives 3 Synthesis of Octahydropentalene (A2) Derivatives 4 Synthesis of Linear Triquinanes (A3) 5 Synthesis Spiro Triquinanes (A4) 6 Synthesis of Angular Triquinane (A5) Systems 7 Synthesis of Hexahydro-2′H-spiro[cyclopentane-1,1′-pentalene] (A6) Ring System 8 Synthesis of Dispiro[4.1.47.25]tridecane (A7) Ring System 9 Synthesis of Hexahydro-1H-3a,7a-propanoindene Ring System10 Synthesis of Linear Tetraquinanes (A11 and A12)11 Synthesis of Tetrahydro-1′H,3′H-dispiro[cyclopentane-1,2′-pentalene-5′,1′′-cyclopentane] (A13) Ring System12 Synthesis of Decahydro-1H,8H-dicyclopenta[a,h]pentalene (A14) Ring System13 Synthesis of Dodecahydro-1H-dicyclopenta[a,d]pentalene (A15) Ring System14 Synthesis of Octahydro-1′H-spiro[cyclopentane-1,2′-cyclopenta[c]pentalene] (A16) Ring System15 Synthesis of Decahydrospiro[cyclopentane-1,7′-cyclopenta-[a]pentalene] (A17) Ring System16 Synthesis of Compact Tetraquinane (A18)17 Synthesis of Higher Polyquinanes18 Conclusions19 Acronyms

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