Phosphoenolpyruvates, Perkow reaction

This protocol is Whitesides and co-workers modification of Clark and Kirby s procedure.84,85 Dimethyl phosphoenolpyruvate 38 is synthesized on a large scale by the Perkow reaction and hydrolysed to potassium phosphoenolpyruvate 39, which may be used as a phosphorylating agent for the... 

Phosphoenolpyruvates 26 are conveniently prepared from pyruvic acid and dimethyl-trimethylsilyl phosphite 24 through the Perkow reaction.23,24... 

Two groups have published details of new routes for large-scale synthesis of phosphoenolpyruvate salts (31) from pyruvic acid, via Perkow reactions between bromopyruvic acid and trimethyl phosphite. The tris-cyclohexylamine salt of L-ascorbic acid 2-phosphate (32), a stabilized form of vitamin C, has been prepared by addition of tris(trimethylsilyl) phosphite to a protected derivative of L-ascorbic acid. Tetraethylamidophosphorous acid anhydride (33) reacts with aldehydes to give tervalent-quinquevalent phosphorus products (34). ... 

Phosphoenolpyruvate (1) has been the subject of many investigations during the past year and a number of new syntheses of this compound have been reported. For example, trimethylsilylation of pyruvic acid followed by brominalion gives a product which can undergo a Perkow reaction to give (1) in high yield (Scheme 1). Analogues of (1), e.g., (2), can be prepared by a similar route. In these... 

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