Journal of the Chemical Society. Chemical communications p. 40 - 41 (1989)
Update date:2022-07-30
Topics:
Blackburn, G. Michael
Rashid, Abdul
An enantioselective synthesis is described for the preparation of 2-(R)-3-carboxy-3-hydroxypropane-1-phosphonic acid (1), an isosteric analogue of 3-phospho-D-glyceric acid (2), from D-lyxose; the route is extended to provide a stereoselective synthesis of one diastereoisomer of 2-(R)-3-carboxy-1-fluoro-3-hydroxypropane-1-phosphonic acid (3), of undetermined stereoschemistry at C-1; these preparations provide the first examples of syntheses of phosphonate analogues of 3-phospho-D-glyceric acid having the natural configuration at C-2.
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Doi:10.1002/ardp.19893220310
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