Chemistry is traditionally divided into organic and inorganic chemistry. Quality Control of 6,7-Dimethoxy-3,4-dihydroisoquinoline, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent，Which mentioned a new discovery about 3382-18-1
The addition of the lithium carbanion of methyl phenyl sulfoxide and (R)-(+)-methyl p-tolyl sulfoxide to imines having at least one aryl substituent, under kinetically controlled conditions, gives beta-amino sulfoxides with good to modest diastereoselection.Under equilibrium controlled condition poor product diastereoselection results.The addition of these anions to 3,4-dihydro-6,7-dimethoxyisoquinoline is unique in that the most favorable product diastereoselection (92:8) is observed under equilibrium controlled conditions.Deuteration experiments suggest that equilibration occurs via a beta-amino alpha-lithio sulfinyl carbanion through a retro-Michael addition then Michael addition reaction sequence.This methodology allows for the construction of (R)-(+)-tetrahydropalmatine in four efficient synthetic steps.
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Reference：
Isoquinoline – Wikipedia,
Isoquinoline | C9H2393N – PubChem