## Azadirachtin (1) can be converted to the natural product 22,23-dihydro-23Pmethoxyazadirachtin (2) via selective bromomethoxylation of the C-22,23 enol ether double bond and tri-
On the irrelevance to the norcaradiene problem of conrow's “eucarvone enol triphenylmethyl ether”
✍ Scribed by W.von E. Doering; M.R. Willcott III
- Book ID
- 104212575
- Publisher
- Elsevier Science
- Year
- 1962
- Tongue
- French
- Weight
- 180 KB
- Volume
- 3
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
NORCARADIENE was one of the hypothetical valence-tautomeric structures considered for tropilidene and its derivatives almost from the beginning. 1,2,3 But, as n. m. r. spectroscopy made it possible to exclude this structure for tropilidene 4 and "norcaradiene carboxylic acid, 'I 3 and as no unequivocally defined pair of molecules having the norcaradiene-cycloheptatriene relationship emerged, a serious consideration of the structure became less and less reasonable, at least, in uncomplicated cases. However, two years ago Conrow reported "the isolation and characterization of such a compound which exists in the norcaradiene valence tautomer. " 5 The structure of this substance,
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