70. Site-Specific, Oxidative Addition of C-C Bonds by 'Anchored' Bare Fe(I) Cations Prior to C-H Bond Activation
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.
Karrass, Sigurd,Schwarz, Helmut
p. 633 - 637
(2007/10/02)
Direct and Regioselective Transformation of α-Chloro Carbonyl Compounds into Alkenes and Deuterioalkenes
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.
Barluenga, Jose,Yus, Miguel,Concellon, Jose M.,Bernad, Pablo
p. 2721 - 2726
(2007/10/02)
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