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Palladium-catalyzed acylation of activated alkenes with bridgehead acid chlorides

โœ Scribed by Kimihiko Hori; Masatomo Ando; Naotake Takaishi; Yoshiaki Inamoto

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
295 KB
Volume
28
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

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 complexes are important organometallic species in the palladium-catalyzed carbonylation of alkenes, alkynes, and organic halides.1 Palladium-catalyzed decarbonylationz of acid

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Palladium-catalyzed decarbonylation of t
Palladium-catalyzed decarbonylation of tricyclic bridgehead acid chlorides
โœ Kimihiko Hori; Masatomo Ando; Naotake Takaishi; Yoshiaki Inamoto ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 217 KB

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.