63922-86-1Relevant articles and documents
Unsaturated fatty alcohol derivatives as a source of substituted allylzirconocene
Chinkov, Nicka,Levin, Anat,Marek, Ilan
, p. 465 - 468 (2006)
(Chemical Equation Presented) From A to Z: Allylzirconocenes have been easily prepared in a one-pot procedure through a tandem allylic C-H activation-β-elimination reaction from unsaturated fatty alcohol and ether starting materials (see scheme). The reaction proceeds rapidly under mild condition and is insensitive to the length of the carbon tether between the double bond and the alcohol moiety.
Regioselective reaction of allylbenzotriazoles with aldehydes and ketones in the presence of lithium
Katritzky, Alan R.,Fali, Clara N.,Qi, Ming
, p. 363 - 366 (2007/10/03)
The reactions of α- and γ-substituted allylbenzotriazoles 2, 3 and 4 with an excess of lithium in THF at -78°C generate various allyllithiums, which react readily with aldehydes and ketones with high regioselectivity to give predominantly the branched products 5 in excellent yields.
Selective Mono- and Polymethylene Homologations of Copper Reagents Using (Iodomethyl)zinc Iodide
Sidduri, AchyuthaRao,Rozema, Michael J.,Knochel, Paul
, p. 2694 - 2713 (2007/10/02)
A wide range of unsaturated aryl-, alkenyl-, alkynylcopper compounds can be selectively homologated by a methylene unit using (iodomethyl)zinc iodide or bis(iodomethyl)zinc.These reactions allow the generation of mixed allylic zinc-copper compounds which can be efficiently trapped with carbonyl compounds.An application to a general preparation of functionalized α-methylene-γ-butyrolactones is described.The homologation of alkynylcoppers with (iodomethyl)zinc iodide allows a one-pot preparation of propargylic copper reagents which in the presence of a carbonyl compound provide various homopropargylic alcohols in excellent yields.In the absence of an electrophile, a clean quadruple methylene homologation of alkynylcoppers occurs to furnish dienic copper reagents.The homologation of other types of copper reagents is also possible, and carbanions at the α-position to amines as well as homoenolates of aldehydes or ketones can also be prepared by this method.