Syntheses of Zindoxifene and Analogues by Titanium-Induced Oxo-Amide Coupling
✍ Scribed by fürstner, Alois ;Jumbam, Denis N. ;Seidel, Günter
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1994
- Tongue
- English
- Weight
- 644 KB
- Volume
- 127
- Category
- Article
- ISSN
- 0009-2940
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✦ Synopsis
Abstract
Highly reactive titanium on graphite is used to reductively cyclize electron‐rich acylamino carbonyl compounds 7, 8, 12, 14, and 16 to the corresponding indole derivatives 9, 10, 13, 15, and 17. Compound 9b is a known precursor of the mammary tumor‐inhibiting compound zindoxifene (2). The other products are new analogues of this anticancer drug, exhibiting the substitution pattern previously recognized to be essential for high pharmacological activity.
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## Synthesis of Neolignan Ocimin and Analogues by Titanium Mediated Coupling of Methoxycinnamyl Alcohols. -By the use of McMurry reagents the title 1,5-dienes like (V) and (VI) are synthesized for further biological evaluation. Linear and branched products are obtained with ratios depending on th