26119-76-6Relevant articles and documents
70. Site-Specific, Oxidative Addition of C-C Bonds by 'Anchored' Bare Fe(I) Cations Prior to C-H Bond Activation
Karrass, Sigurd,Schwarz, Helmut
, p. 633 - 637 (2007/10/02)
Evidence is presented for the first time that 'naked' Fe+ ions, complexed to the NH2 group of primary amines, are capable of intramolecularly activating C-C bonds in a highly specific mode without preceding C-H activation.
Direct and Regioselective Transformation of α-Chloro Carbonyl Compounds into Alkenes and Deuterioalkenes
Barluenga, Jose,Yus, Miguel,Concellon, Jose M.,Bernad, Pablo
, p. 2721 - 2726 (2007/10/02)
The successive treatment ethyl chloroacetate or chloroacetyl chloride with Grignard reagents and lithium powder leads to symmetrical terminal olefins in a regioselective manner.The best results are obtained with acid chlorides.The influence of the temperature and the reaction time on overall yield of the process are studied; in general, yields are increased by working at low temperature (-60 deg C).Internally substituted olefins are obtained from α-chloro acid chlorides through a similar process.The treatment of α-chloro aldehydes, ketones and carboxylic acid derivatives (esters or acid chlorides) with lithium aluminium hydride or lithium aluminium hydride/aluminium chloride and lithium powder at low temperature (-60 deg C) leads in a regioselective manner to olefins with the same carbon skeleton as the starting carbonyl compound.Reactions with lithium aluminium deuteride lead to incorporation of deuterium at predetermined positions in the alkene.