Palladium-catalyzed decarbonylation of tricyclic bridgehead acid chlorides
β Scribed by Kimihiko Hori; Masatomo Ando; Naotake Takaishi; Yoshiaki Inamoto
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 217 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Decarbonylation of tricyclic bridgehead acid chlorides 1 and 4 with palladium catalyst in the presence of tri-n-butylamine proceeded at 13O-OC to give exclusively stable disubstituted olefins 3 and 6, with probable intermediacy of the bridgehead olefins 2 and 5, respectively.
π SIMILAR VOLUMES
## Bridgehead acid chlorides la and lb react with activated alkenes 2 in the presence of a catalytic amount of palladium and 1 equiv of a tertiary amine. The reaction proceeds regio-and stereoselectively at the terminal carbon atoms to yield acylated alkenes 3 with E-configuration. Acylpalladium c
Pd(PCy3)CI 2 (Cy = cyclohexyi) catalyzed the rcactioa of aryl cldmides and ~,,octdary amln~ in the pre~ncΒ’ of NaOtBu to give the ~g aryl amines in good to excellent yields. In of dte reactions, an excess amouat of aryl chloride (atyl chloride/amine = 2) improved the yields.