94108-33-5Relevant academic research and scientific papers
Electron donor-acceptor (EDA)-complex enabled SF5Cl addition on alkenes and alkynes
Gilbert, Audrey,Birepinte, Mélodie,Paquin, Jean-Fran?ois
, (2021/02/03)
A new method for the addition of SF5Cl on unsaturated compounds was developed, based on the use of an electron donor-acceptor (EDA)-complex and visible light irradiation. The reaction does not require the presence of oxygen to proceed, compared
Stereoselective synthesis of a promising flower-inducing KODA analog, (9R,12S,13R,15Z)-9-hydroxy-12,13-methylene-10-oxooctadec-15-enoic acid
Shimomura, Shin,Oyama, Shuho,Nakano, Kyohei,Hasegawa, Morifumi,Toshima, Hiroaki
, p. 1354 - 1357 (2013/07/26)
Stereoselective synthesis of a promising flower-inducing 9,10-ketol octadecadienoic acid (KODA) analog, (9R,12S,13R,15Z)-9-hydroxy-12,13-methylene- 10-oxooctadec-15-enoic acid, was designed to obtain the desired stereoisomer via coupling between chiral sulfone and aldehyde segments. A known chiral cyclopropane derivative was converted to the sulfone segment via carbon-chain elongation and sulfonylation. Dec-9-en-1-ol was converted to the aldehyde segment, whose C-9 configuration was introduced by Sharpless asymmetric dihydroxylation. Coupling of the both segments and subsequent assembly gave the desired (9R,12S,13R,15Z)-analog. The (9S,12S,13R,15Z)-analog was also synthesized by using the enatiomeric aldehyde segment. This strategy made it possible to synthesize the remaining stereoisomeric analogs.
Oxidation of acyclic alkenes and allyl and benzyl ethers with DIB/t-BuOOH/Mg(OAc)2
Sastraruji, Thanapat,Pyne, Stephen G.,Ung, Alison T.
body text, p. 598 - 602 (2012/01/05)
Oxidation of (11Z)-1′,2′-didehydrostemofoline with DIB/TBHP/Mg(OAc)2·4H2O resulted in oxidative cleavage of the C-11-C-12 double bond instead of the desired allylic oxidation of the 1-butenyl side chain. Stemofoline gave a similar result. The oxidation of more simple terminal alkenes was regioselective and gave vinyl ketones while allyl and benzyl ethers gave acrylate and benzoate esters, respectively. Allyl and benzyl ethers could be chemoselectively oxidized in the presence of a terminal alkene or benzyl group. Oxidation of an internal alkene was poorly regioselective, in contrast to the oxidation of 1-substituted cyclohexenes.
The influence of N-heterocyclic carbene steric and electronic properties in Ru-catalysed cross metathesis reactions
Luján, Cristina,Nolan, Steven P.
supporting information; experimental part, p. 3935 - 3938 (2011/12/22)
The present study examines the influence of N-heterocyclic carbene (NHC) ligand electronic and steric parameters on the activity of ruthenium indenylidene complexes in cross metathesis. The NHC ligands tested lead to varied E/Z selectivities with the pre-catalyst bearing an IMes ligand exhibiting high activity.
