A useful magnesium reagent for the preparation of 1, 1-difluoro-2-hydroxyphosphonates from diethyl bromodifluoromethylphosphonate via a metal—halogen …

R Waschbüsch, M Samadi, P Savignac

Index: Waschbuesch, Rachel; Samadi, Mohammad; Savignac, Philippe Journal of Organometallic Chemistry, 1997 , vol. 529, # 1-2 p. 267 - 278

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Citation Number: 30

Abstract

When (EtO) 2P (O) CF2Br (1) is treated with isopropylmagnesium chloride in THF at low temperature it gives a magnesium species (2) which undergoes reactions with strong electrophiles (HCl, TMSCl, halogens, aldehydes and ketones). The formation of products depends strongly on the reaction conditions. With 1.5 equivalents of 2 between− 78 and 0° C, a conversion of more than 90% of aldehydes and ketones into 2-hydroxyphosphonates ...