Diastereoselective Synthesis of Chiral 2, 2, 4-Trisubstituted 1, 3-Dioxanes

抄録

Diastereoselective acetalization of methyl pyruvate and methyl phenylformate with (R)-1, 3-butanediol afforded predominantly (2R, 4R)-2-methoxycarbonyl-2, 4-dimethyl (or 4-methyl-2-phenyl)-1, 3-dioxanes (1a, 4a) under thermodynamically controlled conditions. The (2S, 4R)-isomer (1b) was obtained as the major product under kinetically controlled conditions.