Synthesis of Chiral 3,4-Dihydropyrimidin-2(1H)-one Derivatives and Their Stereoselective Chlorination with Chlorine Dioxide

Abstract

Optically active derivatives of 3,4-dihydropyrimidin-2(1H)-one have been synthesized on the basis of myrtenal and methyl 2,3-O-isopropylidene-α-L-erythro-pentodialdo-1,4-furanoside in 45 and 50% yields, respectively, and subjected to stereoselective chlorination with chlorine dioxide, which afforded a series of mono-, di-, and trichloro derivatives in up to 98% yield.