The Schenck ene reaction: diastereoselective oxyfunctionalization with singlet oxygen in synthetic applications

M Prein, W Adam - Angewandte Chemie International Edition in …, 1996 - Wiley Online Library
Oxyfunctionalized molecules are principal building blocks in organic synthesis. In cellular
processes highly efficient enzymes serve as selective catalysts for the formation of such …

New mechanistic and synthetic aspects of singlet oxygen chemistry

EL Clennan - Tetrahedron, 2000 - Elsevier
It appears that the earliest description of a singlet oxygen reaction was made by Fritzsche in
1867. 1 He reported that naphthacene, 1, reacted in the presence of light and oxygen to give …

Intermediates in the ene reactions of singlet oxygen and N-phenyl-1, 2, 4-triazoline-3, 5-dione with olefins

M Orfanopoulos, I Smonou… - Journal of the American …, 1990 - ACS Publications
The reaction between singlet oxygenand cis-and trans-2-bntene-l, 1, 1-d¡ has been studied.
The product isotope effects (kH/kD) were found to be 1.38 and 1.25, respectively. Similarly,/V …

N-Phenyltriazolinedione as an efficient, selective, and reusable reagent for the oxidation of thiols to disulfides

A Christoforou, G Nicolaou, Y Elemes - Tetrahedron Letters, 2006 - Elsevier
N-Phenyltriazolinedione is an efficient and chemoselective reagent for the oxidation of thiols
to their corresponding symmetrical disulfides. The method is applicable to aromatic …

Photo-and autoxidation of unsaturated algal lipids in the marine environment: An overview of processes, their potential tracers, and limitations

JF Rontani, ST Belt - Organic Geochemistry, 2020 - Elsevier
This paper provides an overview of results obtained in the course of recent studies dealing
with abiotic degradation of algal lipids in the marine realm. In the first part, the …

Multidimensional exploration of valley− ridge inflection points on potential-energy surfaces

AN Sheppard, O Acevedo - Journal of the American Chemical …, 2009 - ACS Publications
The ene reaction between singlet oxygen (1O2) and simple alkenes has been reported as
the first experimentally supported example of a potential-energy surface (PES) featuring a …

Recent mechanistic insights in the singlet oxygen ene reaction

MN Alberti, M Orfanopoulos - Synlett, 2010 - thieme-connect.com
Singlet oxygen reacts with alkenes, which bear allylic hydrogens, in an ene fashion to afford
allylic hydroperoxides. This reaction, apart from its synthetic usefulness, has received …

Stepwise mechanisms in the ene reaction of. alpha.,. beta.-unsaturated esters with N-phenyl-1, 2, 4-triazoline-3, 5-dione and singlet oxygen. Intermolecular primary …

Y Elemes, CS Foote - Journal of the American Chemical Society, 1992 - ACS Publications
Intermolecular primary and secondary isotope effects on the ene reaction of/V-phenyl-1, 2, 4-
triazoline-3, 5-dione (PTAD) and singlet oxygen ('02) withdeuterium-substituted (£)-2 …

Die Schenck‐En‐Reaktion: eine diastereoselektive Oxyfunktionalisierung mit Singulettsauerstoff für präparative Anwendungen

M Prein, W Adam - Angewandte Chemie, 1996 - Wiley Online Library
Abstract Oxyfunktionalisierte Verbindungen sind fundamentale Bausteine in der
organischen Synthese. In Zellvorgängen agieren äußerst effiziente Enzyme als selektive …

Iterative synthesis and characterization of cross-conjugated iso-polydiacetylenes

Y Zhao, K Campbell, RR Tykwinski - The Journal of Organic …, 2002 - ACS Publications
An iterative synthesis of cross-conjugated iso-polydiacetylenes (iso-PDAs) is reported based
on three fundamental building blocks: vinyl triflates 8, 9, and 25. An efficient sequence of …