91486-81-6Relevant articles and documents
DETERMINATION OF THE STEREOCHEMISTRY OF 1-SUBSTITUTED 3-ARYLTETRAHYDROISOQUINOLINES BY 1H NMR SPECTROSCOPY
Dominguez, Esther,Lete, Esther,Badia, M. Dolores,Villa, M. Jesus,Castedo, Luis,Dominguez, Domingo
, p. 1943 - 1948 (2007/10/02)
The cis-1,3-disubstituted tetrahydroisoquinolines 2 can be obtained in a highly diastereoselective fashion through Pictet-Spengler cyclization of the 1,2-bis(3,4-dimethoxyphenyl)-ethylamine with aliphatic and aromatic aldehydes under acidic conditions.However, the epimeric trans-1,3-disubstituted tetrahydroisoquinolines 3 are also isolated as minor products.The stereochemistry of the tetrahydroisoquinolines was unambiguously assigned on the basis of the 1H NMR data, and are supported by difference NOE measurements.