Synthesis of Two Key Intermediates for Hennoxazole a

Article abstract of DOI:10.1055/s-1997-17829

Two key intermediates used for the synthesis of hennoxazole A have been synthesized. The anti-β-protected hydroxyl epoxide 5 was prepared from (R)-(+)-malic acid by the stereoselective alkylation utilizing a chiral borane reagent as a key step. Construction of the dithiane substituted oxazole 6 was achieved by the coupling of L-(+)-lactic acid and L-serine methyl ester hydrochloride with diethyl phosphorocyanidate, followed by the construction of the oxazole ring.