1,3-Oxazinan-2-one analogues are important heterocyclic compounds having significant biological activities. This study reports the synthesis of eight new 4,6-disubstituted -1,3-oxazinan-2-one analogues from corresponding homoallylic carbamates. Homoallylic carbamates were synthesized via a three-component reaction of aldehyde, allyltrimethylsilane and benzyl carbamate in presence of iodine as catalyst. In the next step, homoallylic carbamates were subjected to Sharpless dihydroxylation (racemic) to produce 3,4-dihydroxybutylcarbamate derivatives. This product was then treated with NaH in tetrahydrofuran (THF) to produce the desired 6-(hydroxymethyl)-1,3-oxazinan-2-one in high yield.
Volume 135, 2023
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