76385-34-7Relevant academic research and scientific papers
Regio- and Stereo-selectivity Correlation of the Wittig Rearrangement
Hebert, Eric,Welvart, Zoltan
, p. 1035 - 1036 (1980)
The - and -rearrangements of s-octyl benzhydryl ether gave products in equal amounts whose formation occured with 20percent retention of configuration, and with complete racemization, for the - and the -products respectively; these results can be rationalized either by the formation of different non-equilibrating singlet radical pair intermediates, or by an important product formation after diffusion of the intermediate radical pairs.
EFFECT DES HAUTES PRESSIONS SUR LE REARRANGEMENT DE WITTIG
Hebert, E.,Welvart, Z.,Ghelfenstein, M.,Szwarc, H.
, p. 1381 - 1384 (1983)
The pressure increase from 0,1 to 1000 MPa decreases the rate, but does not change the stereoselectivity of the Wittig rearrangement of the 2-octyl benzhydryl ether in HMPT.These results rule out any contribution of a concerted process to the observed stereoselectivity (29percent).
Direct transformation of dialkyl sulfates into alkyllithium reagents by a naphthalene-catalysed lithiation
Guijarro, David,Guillena, Gabricia,Mancheno, Balbino,Yus, Miguel
, p. 3427 - 3436 (2007/10/02)
The lithiation of primary and secondary dialkyl sufates with an excess of lithium powder in the presence of a catalytic amount of naphthalene (4 mol %) in THF at -78°C leads to the corresponding alkyllithium reagents (1:2 molar ratio) which react with different electrophiles, mainly carbonyl compounds, to yield after hydrolysis, the expected coupling products. This methodology represents an indirect way to transform alcohols into organolithium compounds through the corresponding dialkyl sulfates. When the same procedure is applied to five or six member cyclic sulfates (derived from 1,2- or 1,3-diols) only products arising from a β- or γ-elimination process (giving olefins or cyclopropanes), respectively, are obtained.
Naphthalene-catalysed lithiation of dialkyl sulfates: A new route for organolithium reagents
Guijarro,Mancheno,Yus
, p. 5597 - 5600 (2007/10/02)
The lithiation of primary and secondary dialkyl sulfates with an excess of lithium powder in the presence of a catalytic amount of naphthalene at -78°C leads to the corresponding alkyl-lithium reagents (1:2 molar ratio), which react with different electrophiles, mainly carbonyl compounds, to yield the expected coupling products. This methodology represents an indirect way for transforming alcohols into organolithium compounds through the corresponding dialkyl sulfates.
REVERSAL OF THE BENZOPHENONE REACTIVITY UPON η2 -COMPLEXATION TO BIS( η5 -CYCLOPENTADIENYL)ZIRCONIUM
Rosenfeldt, Frank,Erker, Gerhard
, p. 1637 - 1640 (2007/10/02)
Reversal of the carbonyl activity of benzophenone, serving as electron donor in single-electron transfer processes and acting as a proton acceptor through the 'carbonyl'carbon atom, is observed upon η2 -complexation to zirconocene.
