New synthetic approaches to the benz[h]indolo[2,3-a] quinolizine ring system
β Scribed by I. W. Elliott; Yvonne G. Bryant
- Book ID
- 112121559
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1967
- Tongue
- English
- Weight
- 223 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0022-152X
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## Abstract We present a facile and highly stereoselective approach to the indolo[2,3β__a__]quinolizine ring system from a readily available, nonβracemic chiral template. We demonstrate the potential for application of this methodology to natural product synthesis through conversion of the template
The (+)-cis-chromanochromanones (2) and (3), representing the basic ringsystem of the natural insecticide rotenone, have been synthesised by a general procedure; the key step is 4-aroylation of the 4-phenyl-sulphonyl)chromans (7; Z=S02Ph). Rotenone (1) is the principle insecticide of Derris resin, a