Using singlet oxygen to synthesize natural products and drugs

AA Ghogare, A Greer - Chemical reviews, 2016 - ACS Publications
This Review describes singlet oxygen (1O2) in the organic synthesis of targets on possible
1O2 biosynthetic routes. The visible-light sensitized production of 1O2 is not only useful for …

[HTML][HTML] Squalene: more than a step toward sterols

M Micera, A Botto, F Geddo, S Antoniotti, CM Bertea… - Antioxidants, 2020 - mdpi.com
Squalene (SQ) is a natural triterpene widely distributed in nature. It is a metabolic
intermediate of the sterol biosynthetic pathway and represents a possible target in different …

Singlet oxygen

HH Wasserman, RW DeSimone… - … of Reagents for …, 2001 - Wiley Online Library
Abstract (electrophilic oxidizing agent for oxygenation of cisoid 1, 3‐dienes, many types of
heterocyclic systems, enamines, alkenes containing allylic hydrogen atoms, sulfides, carbon …

Mechanistic and kinetic insights into intermolecular [2+ 2] photocycloadditions

G Quach, H Iranmanesh, ET Luis, JB Harper… - ACS …, 2024 - ACS Publications
Polypyridyl metal complexes of ruthenium (II) have emerged as efficient single electron
transfer (SET) reagents for photocatalytic reactions, allowing a variety of organic …

Singlet Oxygen: Discovery, Chemistry, C60‐Sensitization

M Orfanopoulos - Photochemistry and photobiology, 2021 - Wiley Online Library
This review article refers to the discovery of excited molecular oxygen, in particular on its
lower singlet excited state (1Δg, 1O2). After a short report on singlet oxygen generation, the …

One‐Pot Synthesis of Functionalized Fused Furans via a BODIPY‐Catalyzed Domino Photooxygenation

A Mauger, J Farjon, P Nun… - Chemistry–A European …, 2018 - Wiley Online Library
Six‐membered ring fused furans containing a tetrasubstituted tertiary carbon were prepared
in an unprecedented one‐pot BODIPY‐catalyzed domino photooxygenation/reduction …

A New Directing Mode for Singlet Oxygen Ene Reactions: The Vinylogous Gem Effect Enables a 1O2 Domino Ene/[4 + 2] Process

AG Griesbeck, A Kiff - Organic Letters, 2013 - ACS Publications
The singlet oxygen reactions of 4-methyl-2, 4-hexadienoates E, E-and E, Z-4 proceed in a
highly mode selective and regioselective domino process. The initial product is the allylic …

Trisequential photooxygenation reaction: Application to the synthesis of carbasugars

A Baran, G Aydin, T Savran, E Sahin, M Balci - Organic Letters, 2013 - ACS Publications
4, 5-Dimethylenecyclohex-1-ene was subjected to a photooxygenation reaction to introduce
oxygen functionalities. The endoperoxide obtained underwent an ene-reaction to form …

Regio-and stereoselective synthesis of (+)-6-ketoeuryfuran,(+)-6-ketowinterin, and (−)-7-ketoeuryfuran from accessible labdane diterpenoids (+)-larixol and (−) …

PF Vlad, A Ciocarlan, C Edu, A Aricu, A Biriiac… - Tetrahedron, 2013 - Elsevier
Starting from (+)-larixol and (−)-sclareol, new syntheses of (+)-6-ketoeuryfuran,(+)-6-
ketowinterin, and (−)-7-ketoeuryfuran have been elaborated in high yields.(+)-6-Ketowinterin …

Benzoate dioxygenase from Ralstonia eutropha B9–unusual regiochemistry of dihydroxylation permits rapid access to novel chirons

JA Griffen, SJ Kenwright, S Abou-Shehada… - Organic Chemistry …, 2014 - pubs.rsc.org
Oxidation of benzoic acid by a microorganism expressing benzoate dioxygenase leads to
the formation of an unusual ipso, ortho arene cis-diol in sufficient quantities to be useful for …