✍ Scribed by Gunnar Herstad; Tore Benneche
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Decarboxylation of allylic esters of 4‐carboxypyrimidines in toluene at 111 °C in the presence of a Pd(0) catalyst, gives a mixture of a 4‐alkenylpyrimidine and a pyrimidine unsubstituted in the 4‐position. If the decarboxylation is carried out in the presence of benzaldehyde, then benzaldehyde is added to the 4‐position. Decarboxylation of 4‐carboxypyrimidines in the presence of different electrophiles, results in incorporation of the electrophile into the 4‐position together with a pyrimidine unsubstituted in the 4‐position. Use of microwave irradiation enhances the rate of the decarboxylations.
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Quaternary a-amino acids a b s t r a c t Chiral symmetrical alk-2-yne-1,4-diols have been stereoselectively transformed into 5-alkyl-4-alkenyl-4phenyl-1,3-oxazolidin-2-ones, which are precursors of quaternary a-amino b-hydroxy acids. The key step was the cyclization of the bis(tosylcarbamates) of 2-