86847-05-4Relevant academic research and scientific papers
Gold-catalyzed [1,5]-hydride shift onto unactivated alkynes to trigger an intermolecular Diels-Alder reaction
Wu, Xiang,Chen, Shu-Sen,Hu, Yue,Gong, Liu-Zhu
supporting information, p. 3820 - 3823 (2014/08/05)
A [1,5]-hydride shift of sp3 C-H onto an unactivated carbon-carbon triple bond catalyzed by a gold(I) complex enabled N-propargylisoindolines to be latent dienes and therefore triggered an intermolecular Diels-Alder reaction with dienophiles. This protocol provides an atom-economical and straightforward approach to access a wide range of polycyclic skeletons in high yields and with excellent diastereoselectivities from easily accessible molecules.
Dehydrogenative α-oxygenation of ethers with an iron catalyst
Gonzalez-De-Castro, Angela,Robertson, Craig M.,Xiao, Jianliang
supporting information, p. 8350 - 8360 (2014/06/24)
Selective α-oxidation of ethers under aerobic conditions is a long-pursued transformation; however, a green and efficient catalytic version of this reaction remains challenging. Herein, we report a new family of iron catalysts capable of promoting chemoselective α-oxidation of a range of ethers with excellent mass balance and high turnover numbers under 1 atm of O2 with no need for any additives. Unlike metalloenzymes and related biomimetics, the catalyst produces H2 as the only byproduct. Mechanistic investigations provide evidence for an unexpected two-step reaction pathway, which involves dehydrogenative incorporation of O2 into the ether to give a peroxobisether intermediate followed by cleavage of the peroxy bond to form two ester molecules, releasing stoichiometric H2 gas in each step. The operational simplicity and environmental friendliness of this methodology affords a useful alternative for performing oxidation, while the unique ability of the catalyst in oxygenating a substrate via dehydrogenation points to a new direction for understanding metalloenzymes and designing new biomimetic catalysts.
Efficient synthesis of polysubstituted isochromanones via a novel photochemical rearrangement
Xia, Wujiong,Shao, Yutian,Gui, Weijun,Yang, Chao
supporting information; experimental part, p. 11098 - 11100 (2011/11/06)
A novel and convenient approach to the synthesis of polysubstituted isochromanones is described. Irradiation of 2-formyl phenylalkeno-derivatives with UV light in benzene solution afforded the corresponding products in up to 98% yield. The possible reaction mechanism is proposed and further supported by the isotopic experiments.
Investigation of group migration in the fragmentation of bis(trimethylsilyl)ethers of diols separated by rigid groups
Byun, Jaeman,Gross, Michael L.,George, Mathai,Parees, David M.,Kamzelski, Ann Z.,Swijter, Dennis F. H.,Willcox, Dale A.
, p. 71 - 80 (2007/10/03)
Two fragmentations of (CH3)3SiO-CR2-X-CR2-OSi(CH3)3, where X is a rigid group such as a triple bond or an aromatic ring, are losses of a methyl or R group (where R is H or alkyl). The metas
Hydrogen Transfer Reactions, 9. Synthesis and Analytics of Selectively Deuterated 1,4-Cyclohexadienes and 1,4-Dihydronaphthalenes
Brock, Martin,Hintze, Horst,Heesing, Albert
, p. 3718 - 3726 (2007/10/02)
Five isotopomers of 1,4-cyclohexadiene (1a - e) and four of 1,4-dihydronaphthalene (2a - d) have been synthesized in an isotopomeric purity sufficient for mechanistic experiments.
RESONANCE RAMAN SPECTRA OF RUBREDOXIN, DESULFOREDOXIN, AND THE SYNTHETIC ANALOGUE Fe(S2-o-xyl)2 - : CONFORMATIONAL EFFECTS.
Yachandra,Hare,Moura,Spiro
, p. 6455 - 6461 (2007/10/02)
The resonance Raman (RR) spectrum of the rubredoxin analogue Fe(S//2-o-xyl)//2** minus (S//2-o-xyl equals o-xylylene- alpha , alpha prime -dithiolate) shows four widely spaced bands (I-IV) in the Fe-S stretching region, 297, 321, 350, and 374 cm** minus *
