An asymmetric synthesis of 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (ADTN)
- 1 November 1990
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 68 (11) , 2028-2032
- https://doi.org/10.1139/v90-310
Abstract
An asymmetric synthesis of 2-amino-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene, which can be converted to the title compound by a literature procedure, is described. The synthesis, starting from 2-amino-4,5-dimethoxybenzoic acid and the acrylate of S-methyl lactate, was accomplished in eight steps in 11% overall yield and > 97% optical purity. Keywords: o-quinodimethanes, Diels–Alder, asymmetric, cycloaddition, induction, diastereoselective, ADTN.Keywords
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