✦ LIBER ✦
A novel preparative method for homo- and heteroannular conjugated dienes in decalin derivatives by the palladium-catalyzed regioselective elimination reaction of allylic carbonates under mild conditions
✍ Scribed by Tadakatsu Mandai; Takaji Matsumoto; Yoshiki Nakao; Hisami Teramoto; Mikio Kawada; Jiro Tsuji
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 253 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Homoannular conjugated dienes in decalin systems can be prepared by the palladiumcatalyzed elimination reaction of a-allylic carbonates, and heteroannular dienes are obtained from /.%allylic carbonates.
Both homoannular and heteroannular conjugated dienes in decalin systems are present in a number of natural products, and their regioselective synthesis is an important problem in natural products synthesis.We now wish to report a novel synthetic method for both homo-and heteroannular conjugated dienes at will based on Rallylpalladium chemistry. We found that conjugated dienes are generated by the treatment of ailylic compounds with a palladium catalyst via kallylpalladium complex formation and subsequent elimination of khydrogen.l