A reaction of 1-vinyl-1,2,3,4-tetrahydronaphthalene-1,6-diol with cyclic 1,3-diketones and synthesis of estrone derivatives.
✍ Scribed by A.V. Zakharichev; S.N. Ananchenko; I.V. Torgov
- Publisher
- Elsevier Science
- Year
- 1964
- Tongue
- French
- Weight
- 156 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0040-4039
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## Abstract 2‐Amino‐1,2,3,4‐tetrahydronaphthalene‐6,7‐diol (**2**; 6,7‐ADTN) was synthesized starting from naphthalene‐2,3‐diol in seven steps and with an overall yield of 44%. Methylation of naphthalene‐2,3‐diol with dimethyl sulfate, followed by __Friedel____Crafts__ acylation with AcCl, gave 2‐
Palladium-catalyzed carbomethoxylation of benzonorbornadiene (7) yielded dimethyl-1.4methano-l,2.3.4-tetrahydronaphthalene-2,3-dicarboxylate (9) which was transformed in three steps into 2.3-dimethylene-l,4-methano-l.2,3.4-tetrahydronaphthalene (4) in a high yield. Reaction of 4 with singlet oxygen