✦ LIBER ✦
γγ-Disubstituted Itaconic Acids. Part 1. The Stobbe condensation of 1-arylnaphthyl ketones with diethyl succinate
✍ Scribed by Victorine B. Baghos (Mrs.); Farid H. Nasr; Munir Gindy
- Book ID
- 102857379
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 526 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Arylnaphthyl ketones condense with diethyl succinate yielding the stereoisomeric half‐esters 2a–2d which were subjected to a series of reactions leading to 1‐phenylphenanthrene and 1,1′‐binaphthyl derivatives. (E)‐3‐Ethoxycarbonyl‐4‐(4‐methoxynaphth‐1‐yl)‐4‐arylbut‐3‐enoic acids (2b–d) were converted finally into the corresponding naphtho[1,2‐c]fluorenones (9). The structure of the products was established by IR. and UV. spectroscopy. The effect of substituents on the relative proportions of (E)‐ and (Z)‐half‐esters 2 was determined by chromatography and UV. spectroscopy.