The synthesis of (±)-thalphenine, thaliglucine and thaliglucinone

DOI: 10.1016/S0040-4020(01)97093-0

Source and publish data:

Tetrahedron p. 2279 - 2282 (1974)

Update date:2022-08-05

Topics:

Authors:

Shamma Shamma

Hwang, Der-yan

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Article abstract of DOI:10.1016/S0040-4020(01)97093-0

Photolysis of the phenolic tetrahydrobenzylisoquinoline 11 in basic solution yielded (±)-de-N-methylthalphenine (14). Quaternization with methyl iodide then afforded thalphenine iodide (rac. 1) which upon Hofmann elimination supplied thaliglucine (2). Thaliglucinone (3) is obtained by oxidation of thaliglucine (2).

Full text of DOI:10.1016/S0040-4020(01)97093-0

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