Glycolic Acid → (Vinyl-2-ylidenetris(oxy))tris(trimethylsilane)

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Reaction Steps

The preparation of the reagent 1,1,2-tris-tri-C1 to C4 alkylsilyloxyethylene is described below using, as the illustrative compound 1,1,2-tris-trimethylsilyloxyethylene (80). The reaction of glycolic acid with 1,1,1,3,3,3-hexamethyldisilazane and trimethylsilylchloride in pyridine gives bis-trimethylsilated glycolic acid (113), see Flowsheet M. Addition of (113) to a tetrahydrofuran solution of one equivalent of lithium 1,1,1,3,3,3-hexamethyldisilazane amide at -78° C. generates a lithium enolate which is trapped with trimethylsilylchloride to produce the desired reagent (80). ##STR57##

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