98078-14-9Relevant academic research and scientific papers
Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer
Knowles, Robert R.,Metrano, Anthony J.,Tsuchiya, Yuto,Tsui, Elaine
supporting information, p. 11845 - 11849 (2020/05/22)
We report a catalytic, light-driven method for the intramolecular hydroetherification of unactivated alkenols to furnish cyclic ether products. These reactions occur under visible-light irradiation in the presence of an IrIII-based photoredox catalyst, a Br?nsted base catalyst, and a hydrogen-atom transfer (HAT) co-catalyst. Reactive alkoxy radicals are proposed as key intermediates, generated by direct homolytic activation of alcohol O?H bonds through a proton-coupled electron-transfer mechanism. This method exhibits a broad substrate scope and high functional-group tolerance, and it accommodates a diverse range of alkene substitution patterns. Results demonstrating the extension of this catalytic system to carboetherification reactions are also presented.
Further explorations on bridged 1,2,4-trioxanes
Zhang, Qi,Wu, Yikang
, p. 10189 - 10201 (2008/02/13)
Three new bicyclo[3.2.1]-type 1,2,4-trioxanes have been designed and synthesized. One of them demonstrates better tolerance of the intramolecular hemiketals to steric crowding in hydroperoxidation. The other represents a prototype for possible manipulation of the transient radicals generated in cleavage reactions. A new substitution pattern in the bridged system is explored through synthesis of the third molecule. The configurations of all stereogenic centers in the bridged system can be effectively controlled by the chirality of the allyl alcohol as illustrated by the enantioselective synthesis of the fourth molecule. Finally, similar bicyclo[3.3.1]-type 1,2,4-trioxanes are shown very difficult to be synthesized because of the involvement of a conformer with two substituents at axial positions at the same time.
Antileishmanial ring-substituted ether phospholipids
Avlonitis, Nikos,Lekka, Eleni,Detsi, Anastasia,Koufaki, Maria,Calogeropoulou, Theodora,Scoulica, Efi,Siapi, Eleni,Kyrikou, Ioanna,Mavromoustakos, Thomas,Tsotinis, Andrew,Grdadolnik, Simona Golic,Makriyannis, Alexandros
, p. 755 - 767 (2007/10/03)
Three series of ring-substituted ether phospholipids were synthesized carrying N,N,N-trimethylammonium, N-methylpiperidino, or N-methylmorpholino headgroups. The first series is substituted by 2-cyclohexyloxyethyl or 2-(4-alkylidenecyclohexyloxy)ethyl gro
A NOVEL CYCLIZATION REACTION OF OXIDO DIAZOALKANES: FORMATION OF 1-SUBSTITUTED CYCLOALKENES
Harada, Toshiro,Akiba, Eiji,Oku, Akira
, p. 651 - 654 (2007/10/02)
The thermal decomposition of dialkali metal salts of δ-hydroxybutyl ketone and ε-hydroxypentyl ketone tosylhydrazones in diglyme at 80-120 deg C produced the 1-substituted cyclopentene and cyclohexene, respectively.
