108229-25-0Relevant academic research and scientific papers
α-oxygen-atom induced methylenation of ketones by CH2(ZnI)2
Ukai,Arioka,Yoshino,Fushimi,Oshima,Utimoto,Matsubara
, p. 513 - 514 (2001)
Ketones bearing a hetero-atom at α-position were methylenated selectively by CH2(ZnI)2 to give allylic alcohols; a nucleophilic attack of the zinc species was accelerated with a coordination of a hetero-atom at α-position.
Synthesis of Short-Chain Alkenyl Ethers from Primary and Bio-sourced Alcohols via the Nickel-Catalyzed Hydroalkoxylation Reaction of Butadiene and Derivatives
Mifleur, Alexis,Ledru, Hlne,Lopes, Adrien,Suisse, Isabelle,Mortreux, Andr,Sauthier, Mathieu
, p. 110 - 121 (2016/01/25)
Hydroalkoxylation of butadiene has been performed in the presence of nickel precatalysts associated with chelating diphosphine ligands. High butadiene conversions and selectivities forming alkyl butenyl ethers were obtained with low catalyst loading. Reactions were performed with a wide scope of primary alcohols including benzylic alcohol derivatives and bio-sourced alcohols. In the same way, the scope of dienes that can be reacted according to this reaction has been also studied. Substituted butadiene derivatives have shown a lower reactivity compared to butadiene. Isoprene formed OC5 alkenyl ethers with a high regioselectivity for one branched isomeric form.
Metal-catalyzed silylene insertions of allylic ethers: Stereoselective formation of chiral allylic silanes
Bourque, Laura E.,Cleary, Pamela A.,Woerpel
, p. 12602 - 12603 (2008/09/16)
Silylene insertion into allylic ethers occurs suprafacially to provide enantioenriched allylic silanes and disilanes. Silylene insertion to a variety of protected allylic alcohols utilizing silver- and copper-mediated conditions proved to be a general method for allylic silane formation. Allylic disilanes reacted similarly to allylic silanes, undergoing both annulation and allylation reactions. Copyright
Trisubstituted (Stannylmethyl)lithium as a Methylene Double Anion Equivalent. Reaction with Esters
Sato, Tadashi,Matsuoka, Hiroharu,Igarashi, Tsutomu,Minomura, Masafumi,Murayama, Eigoro
, p. 1207 - 1212 (2007/10/02)
Trisubstituted (stannylmethyl)lithium reacts with electrophiles as a methylene double anion equivalent to produce enolates from esters.The reaction mechanism is discussed.
THE REACTION OF α-STANNYLMETHYLLITHIUM WITH ESTERS
Sato, Tadashi,Matsuoka, Hiroharu,Igarashi, Tsutomu,Murayama, Eigoro
, p. 4339 - 4342 (2007/10/02)
Ketonic compounds were prepared from esters using α-stannylmethyllithium as the reagent.
