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An oxazolidinone chiral auxiliary, (S)-(4-Hydroxybenzyl)- 1,3-oxazolidin-2-one 4 was prepared in 23-80 % yield from L-tyro- sinol using different methodologies. In solution, compound 4 was protected with a benzyl group on the phenolic hydroxyl 5a, which allowed the optimization of the solid phase synthesis of 5b-5d. Chiral auxiliaries 5a and 5b reacted in solution with an α,β-unsaturated sys- tem to give (S)-4-(4-(benzyloxy)benzyl)-1,3-oxazolidin-2-one 6a. By contrast, in solid phase the same reaction afforded 6b. Both reactions were carried out under microwave activation. New compounds were characterized by 1 H and 13 C NMR, infrared spectroscopy and mass

Preparation and supporting on solid phase of chiral auxiliary (S)-4-(4hydroxybenzyl)oxazolidin-2-one from L-tyrosinol assisted by Microwaves