Enzymatic dihydroxylation of aromatic compounds: Nature's unique reaction and its impact on the synthesis of natural products

2022 ◽  
pp. 53-97
Author(s):  
Korey Bedard ◽  
Tomas Hudlicky
Keyword(s):  
Natural Products ◽  
Aromatic Compounds ◽  
Unique Reaction

scholarly journals Natural products isolated from Casimiroa

2020 ◽  
Vol 18 (1) ◽  
pp. 778-797
Author(s):  
Khun Nay Win Tun ◽  
Nanik Siti Aminah ◽  
Alfinda Novi Kristanti ◽  
Hnin Thanda Aung ◽  
Yoshiaki Takaya
Keyword(s):  
Natural Products ◽  
Spectral Data ◽  
Aromatic Compounds ◽  
Biological Activities ◽  
Chemical Constituents ◽  
Quinoline Alkaloids

AbstractAbout 140 genera and more than 1,600 species belong to the Rutaceae family. They grow in temperate and tropical zones on both hemispheres, as trees, shrubs, and herbs. Casimiroa is one of the genera constituting 13 species, most of which are found in tropical and subtropical regions. Many chemical constituents have been derived from this genus, including quinoline alkaloids, flavonoids, coumarins, and N-benzoyltyramide derivatives. This article reviews different studies carried out on aromatic compounds of genus Casimiroa; their biological activities; the different skeletons of coumarins, alkaloids, flavonoids, and others; and their characteristic NMR spectral data.

scholarly journals Arthur John Birch. 3 August 1915 — 8 December 1995

2007 ◽  
Vol 53 ◽  
pp. 21-44 ◽  
Author(s):  
Rodney W. Rickards ◽  
John Cornforth
Keyword(s):  
Organic Chemistry ◽  
Twentieth Century ◽  
Natural Products ◽  
Organometallic Chemistry ◽  
Oral Contraceptives ◽  
Aromatic Compounds ◽  
Liquid Ammonia ◽  
Wide Range ◽  
National Science ◽  
The Subject

Arthur John Birch AC CMG FAA FRS was one of the great masters of organic chemistry of the twentieth century. His extraordinary creativity left its imprint across the breadth of the subject in its broadest sense, from synthesis to biochemistry to organometallic chemistry. He remains best known for the reaction that bears his name, the Birch reduction of aromatic compounds by solutions of sodium and ethanol in liquid ammonia. This process has wide application, most notably in the commercial synthesis of oral contraceptives, giving rise to his being called ‘the father of the pill’, although he himself preferred the more remote ‘grandfather’ relationship. His polyketide theory, which accounts for the biosynthetic origins of a wide range of natural products, is less widely acknowledged today simply because it has become absorbed into the accepted knowledge base of the subject. His final researches on the use of diene iron tricarbonyl derivatives in synthesis are equally distinguished and have prompted others to extend their application. During his career he was involved in the design of three new university chemistry buildings, one of which now bears his name, and contributed influential advice to governments on national science policies.

scholarly journals Vibrational Circular Dichroism: Recent Advances for the Assignment of the Absolute Configuration of Natural Products

2015 ◽  
Vol 10 (10) ◽  
pp. 1934578X1501001 ◽  
Author(s):  
Eleuterio Burgueño-Tapia ◽  
Pedro Joseph-Nathan
Keyword(s):  
Natural Products ◽  
Circular Dichroism ◽  
Absolute Configuration ◽  
Aromatic Compounds ◽  
Vibrational Circular Dichroism ◽  
Exciton Coupling ◽  
Coupling Approach ◽  
The Absolute ◽  
Circular Dichroïsm

Vibrational circular dichroism (VCD) emerged during the last decade as a reliable tool for the absolute configuration (AC) determination of organic compounds. The principles, instrumentation, and methodology applied prior to early 2013 were recently reviewed by us. Since VCD is a very dynamic field, the aim of this review is to update VCD advances for the AC assignment of terpenoids, aromatic compounds, alkaloids, and other natural products for the 2013-2014 period, when VCD was applied to the AC assignment of some 70 natural products. In addition, although discovered in 2012, a brief introduction to the VCD exciton coupling approach and its applications in natural products AC assignment is presented.

scholarly journals Arenophile-Mediated Photochemical Dearomatization of Nonactivated Arenes

2020 ◽  
Vol 74 (7) ◽  
pp. 577-583 ◽  
Author(s):  
Mikiko Okumura ◽  
David Sarlah
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Visible Light ◽  
Bioactive Compounds ◽  
Aromatic Compounds ◽  
Ring Opening ◽  
Organic Molecules ◽  
Building Blocks ◽  
Metal Catalyzed

Aromatic compounds are one of the most abundant classes of organic molecules and find utility as precursors for alicyclic hydrocarbon building blocks. While many established dearomatization reactions are exceptionally powerful, dearomatization with concurrent introduction of functionality, i.e. dearomative functionalization, is still a largely underdeveloped field. This review aims to provide an overview of our recent efforts and progress in the development of dearomative functionalization of simple and nonactivated arenes using arenophile-arene cycloaddition platform. These cycloadducts, formed via a visible-light-mediated [4+2]-photocycloaddition, can be elaborated in situ through olefin chemistry or transition-metal-catalyzed ring-opening with carbon-, nitrogen-, and oxygen-based nucleophiles, providing access to diverse structures with functional and stereochemical complexity. Moreover, the dearomatized products are amenable to further elaborations, which effectively install other functionalities onto the resulting alicyclic carbocycles. The utility of the arenophile-mediated dearomatization methods are also highlighted by the facile syntheses of natural products and bioactive compounds through novel disconnections.

Arthur John Birch 1915 - 1995

2007 ◽  
Vol 18 (2) ◽  
pp. 243 ◽  
Author(s):  
Rodney W. Rickards ◽  
Sir John Cornforth
Keyword(s):  
Twentieth Century ◽  
Natural Products ◽  
Aromatic Compounds ◽  
Royal Society ◽  
Liquid Ammonia ◽  
Birch Reduction ◽  
National University ◽  
Iron Tricarbonyl ◽  
Australian Academy ◽  
Royal Society Of London

Arthur John Birch AC CMG FRS FAA was one of the great organic chemists of the twentieth century. He held chairs at the Universities of Sydney and Manchester and at the Australian National University in Canberra, and was President of the Australian Academy of Science from 1982 to 1986. His outstanding research contributions include the Birch reduction of aromatic compounds by sodium and ethanol in liquid ammonia, his polyketide theory of the biosynthesis of natural products, and his studies of synthetic applications of diene iron tricarbonyl complexes. *This memoir is also published in Biographical Memoirs of Fellows of the Royal Society of London, 2007.

scholarly journals Vibrational Circular Dichroism: Recent Advances for the Assignment of the Absolute Configuration of Natural Products

2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Eleuterio Burgueño-Tapia ◽  
Pedro Joseph-Nathan
Keyword(s):  
Natural Products ◽  
Circular Dichroism ◽  
Absolute Configuration ◽  
Aromatic Compounds ◽  
Vibrational Circular Dichroism ◽  
Exciton Coupling ◽  
Coupling Approach ◽  
The Absolute ◽  
Circular Dichroïsm

Vibrational circular dichroism (VCD) emerged during the last decade as a reliable tool for the absolute configuration (AC) determination of organic compounds. The principles, instrumentation, and methodology applied prior to early 2013 were recently reviewed by us. Since VCD is a very dynamic field, the aim of this review is to update VCD advances for the AC assignment of terpenoids, aromatic compounds, alkaloids, and other natural products for the 2013–2014 period, when VCD was applied to the AC assignment of some 70 natural products. In addition, although discovered in 2012, a brief introduction to the VCD exciton coupling approach and its applications in natural products AC assignment is presented.

Sign in / Sign up

Export Citation Format

Share Document