Stereospecific synthesis of humulene by titanium-induced dicarbonyl coupling
β Scribed by John E. McMurry; James R. Matz
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 104 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
An efficient stereospecific synthesis of humulene was accomplished using tdaniuminduced cyclization of 3,3,7-trimethyl-ll-oxoundeca-4E,7E-dienal as the key step.
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Reaction of fluorenone (4) with a low-valent titanium reagent central ring, and two equally folded side moieties with dihedral angles of 58.1Β°and 58.0Β°between the central and generated from TiCl 4 and Zn in THF in the presence of pyridine gave terfluorenyl (6) in 71% yield, bifluorenylidene side fiv
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