Journal
TETRAHEDRON
Volume 60, Issue 4, Pages 877-884Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.11.045
Keywords
phosphinic acid; Kabachnik-fields reaction; ester group
Categories
Ask authors/readers for more resources
The syntheses of new gamma-ethoxycarbonyl- and alpha-amino-alkyl hydroxymethylphosphinic acid derivatives are described. These compounds were conveniently prepared by Michael addition or Kabachnik-Fields reaction of an original precursor, ethyl benzyloxymethyl hydrogenophosphinate, respectively to alpha,beta-unsaturated esters using a basic activation or to imines. Selective deprotection of the alcohol function was achieved by hydrogenolysis on Pd/C, whereas lithium bromide was used to selectively cleave the phosphinate ester group. Acidic hydrolysis readily gave the free hydroxymethylphosphinic acids. (C) 2003 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available