Volume 28, Issue 50
Organoelement Compounds
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ChemInform Abstract: Tandem Michael Addition Alkylation of Vinylphosphonates.

S. VIETH

S. VIETH

Lehrstuhl Anorg. Chem., Brandenburgische TU, D-03044 Cottbus, Germany

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B. COSTISELLA

B. COSTISELLA

Lehrstuhl Anorg. Chem., Brandenburgische TU, D-03044 Cottbus, Germany

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M. SCHNEIDER

M. SCHNEIDER

Lehrstuhl Anorg. Chem., Brandenburgische TU, D-03044 Cottbus, Germany

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First published: 02 August 2010

Abstract

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ChemInform Abstract

Successive treatment of the vinylphosphonate (I) with Me2CuLi and benzyl or allyl bromide proceeds with good stereoselectivity, whereas with simple alkyl halogenides as well as by quenching of the enolate intermediate with NH4Cl poor selectivity is observed. Alkylation of the enolate formed from the vinylphosphonate (VIII) and PhCu fails, but quenching with NH4Cl gives the diphenyl derivative (X).

chemical structure image

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