Novel stereoselective route to cis-chrysanthemic acid
โ Scribed by A. Krief; D. Surleraux; H. Frauenrath
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 271 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
The stereoselective synthesis of cis_ chrysanthemic acid has been achievedfrom 2,2-dimethyl dimedone by a short sequence of eficient reactions.
๐ SIMILAR VOLUMES
## Abstract Diazoacetonitrile is prepared in one stage from methyleneaminoacetonitrile and added to 2 : 5โdimethylhexaโ2 : 4โdiene. The resultant mixture of (ยฑ)โ__trans__โ and (ยฑ)โ__cis__โchrysanthemonitrile is hydrolysed to (ยฑ)โ__trans__โchrysanthemamide and to (ยฑ)โ__trans__โchrysanthemic acid. I
D,L) cis-Chrysanthemic acid has been obtained in four steps from 2,2-dimethyl dimedone which involves Bamford-Stevens olefination and tandem cyclization-Grob fragmentation reactions.