774596-76-8

Upstream product

• 774596-75-7 (3R,4R)-3-hydroxymethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 774596-70-2 (3S,4R)-N⁽²⁾,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Transformation of (+)-thiomicamine into chiral non-racemic 3,4-dihydroisoquinolinium salts: Application for catalytic asymmetric epoxidation of alkenes and oxidation of sulfides

(1S,2S)-(+)-Thiomicamine 7 (R = SCH3) has been transformed into (3S,4R)-2,3-dimethyl-4-phenyl-3,4-dihydroisoquinolinium tetrafluoroborate 2 in a five-step reaction sequence involving (3S,4R)-2,3-dimethyl-1,2,3,4- tetrahydroisoquinoline 14 as the key intermediate. Iminium salt 16 has been evaluated as a promoter of catalytic asymmetric epoxidation of trans-stilbene and oxidation of methyl-p-tolyl sulfide, affording products in satisfactory yield and with enantioselectivities up to 45% and 42% ee, respectively.