Yoo Tanabe

Stereoselective synthesis of anti-PAF active thiazolidin-4-ones via cyclo-condensation of alkyl α-mercaptocarboxylates with arylimines

Abstract Two distinctive methods for the synthesis of cis - and trans -2, 5-disubstituted-thiazolidin-4-ones via stereoselective cyclo-condensation between α-mercaptocarboxylic esters and arylimines have been developed. With the new reaction used as the key step, two sets of optically active anti-PAF active thiazolidin-4-ones were synthesized.

A novel synthesis of α- and β-halonaphthalenes via regioselective ring cleavage of aryl(gem-dihalocyclopropyl)methanols and its application to total synthesis of lignan lactones, justicidin e and taiwanin c

Acid treatment of two types of aryl(gem-dihalocyclopropyl)methanols (ADCM) 1 gave α- and β-halonaphthalenes in good yields with excellent selectivity. With the new method used as the key step, the two title natural lignan lactones were synthesized in seven steps.