ONE POT PREPARATION OF 1,3-DIMETHYLTETRAHYDROISOQUINOLINES FROM THEIR BIOSYNTHETIC DIKETO PRECURSORS

DOI: 10.3987/R-1986-09-2407

Source and publish data:

Heterocycles p. 2407 - 2410 (1986)

Update date:2022-07-29

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Authors:

Bringmann, Gerhard

Jansen, Johannes R.

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Article abstract of DOI:10.3987/R-1986-09-2407

Biomimetic reactions modelling the nitrogen incorporation into the monocyclic precursors 2 of naphthylisoquinoline alkaloids, using pyridoxamine (9b) are described.The condensation of 2b with 9b, or , more simply, with benzylamine, though not giving a dihydroisoquinoline 7 , provides an efficient one pot synthesis of already protected 1,3-dimethyltetrahydroisoquinolines 14, by in situ reduction of the resulting isoquinolinium salts 12.

Full text of DOI:10.3987/R-1986-09-2407

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