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A short enantiospecific synthesis of 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (ADTN)

✍ Scribed by Nordlander, J. Eric; Payne, Mark J.; Njoroge, F. George; Vishwanath, Vasanth M.; Han, Gi Rin; Laikos, George D.; Balk, Michael A.

Book ID: 127342477
Publisher: American Chemical Society
Year: 1985
Tongue: English
Weight: 623 KB
Volume: 50
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo00219a036

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## Abstract Racemic 2‐amino‐1,2,3,4‐tetrahydronaphthalene‐5,6‐diol (5,6‐ADTN; **4**) was synthesized from 5,6‐dimethoxynaphthalene‐2‐carboxylic acid (**14**) in four steps (60% overall yield; __Scheme__). The crucial steps of the synthesis are __Birch__ reduction of **14** to the valuable synthon *