Alkylation of H-phosphinate esters under basic conditions.
An efficient and general procedure was developed for the direct alkylation of H-phosphinate esters with LHMDS at low temperature. The simplicity of the reaction allows the use of various H-phosphinate esters and takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues or precursors to GABA analogues. The isolated yields are moderate to good. This is the first report of an alkylation with a secondary iodide or a primary chloride.
Abrunhosa-Thomas
Isabelle
I
Department of Chemistry, Texas Christian University, TCU Box 298860, Fort Worth, Texas 76129, USA.
Sellers
Claire E
CE
Montchamp
Jean-Luc
JL
D000478:Alkylation; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010721:Phosphinic Acids / Q000737:chemistry*
D004952:Esters; D009943:Organophosphorus Compounds; D010721:Phosphinic Acids