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Palladium-catalyzed decarbonylation of tricyclic bridgehead acid chlorides

✍ 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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✦ 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.


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## 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

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