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Die Addition von Nucleophilen an Alkinderivate mit Push-pull-Gruppen
Authors:Andreas Niederhauser  Alfred Frey  Markus Neuenschwander
Abstract:The preparative aspects of the addition of nucleophiles to alkyne-derivatives having both push- and pull-groups ( 1 ) are discussed: The addition of primary and secondary amines as well of aliphatic alcohols to the alkyne-derivatives 1 in most cases predominantly yields the Michael-adducts 2 – 10 . The importance of a side-reaction consisting in an addition of amines to C(2) of the alkyne-derivatives 1 increases in the series 1c ? 1b < 1a and is controlled by stereoelectronic effects. The spectroscopic properties of the compounds 2 – 10 are given.
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