Madjid Sedrati

(2-Stannylated butadiene) tricarbonyl iron complexes: Practical reagents for the synthesis of 2-acyldienes

Abstract A new route to the stable (2-acylbutadiene) tricarbonyl iron complexes is described, based on the palladium catalyzed coupling between acid chlorides and 2-stannylated butadiene complexes.

Reactions de type friedel-crafts de complexes de trialkylsilyl-2 butadienes fer-tricarbonyle. doubles acylations d'une meme unite dienique complexee

Abstract Friedel-Crafts acylation of 2-silyated butadieneiron tricarbonyl complexes leads solely to terminal cis -dienone complexes. After cis-trans isomerization, a second endo -acylation occurs at the unsubstituted terminal carbon, thus permitting the unprecedented 1,4-diacylation of the same complexed diene unit.

Complexes de trialkylsilyl-2 butadienes fer—tricarbonyle : Reactions de type friedel—crafts, double acylation d'une meme unite dienique.

Abstract Friedel-Crafts of 2-silylated butadiene iron tricarbonyl complexes leads to terminal endo substituted diene complexes. After endo-exo isomerizations, a second endo acylation occurs at the unsubstituted terminal carbon, thus allowing the unprecedented 114-diacylation of the same complexed diene unit.

Studies on the effect of remote substituents on stereoreactivity. III. Influence of direct electronic activation of the dipolarophilic double-bond on the course of diazoalkanes cycloaddition to 7 - halonorbornadienes.

Abstract The remarkable endo-anti stereospecificity of diazoalkane cycloadditions to 7-halogenated norbornadienes remains almost unaltered when the reactivity of the anti double bond is strongly enhanced by carbomethoxy substituents.

Friedel-Crafts chemistry of dieneiron tricarbonyl complexes: acetylation of 1-silylated and 1,4 disubstituted dienes

Abstract In contrast to simple olefinic or to aromatic compounds bearing a silyl group attached to an sp2 carbon, trimethyl-silylated dieneiron tricarbonyl complexes, do not undergo ipso-substitution reactions unless there is an alkyl group in the 4 position. This allows synthesis of acylated dienes that still retain the Me3Si substituent. In one case an unusual 1,1-diacylation was observed during an attempted single acetylation. 1,4-Disubstituted dieneiron tricarbonyl complexes were found to give good yields of stable acylated complexes under the usual Friedel-Crafts conditions.

Studies on the effect of remote substituents on stereoreactivity. II. Importance of the halogen and of steric factors on the course of the cycloaddition of different diazoalkanes to 7 - halonorbornadienes (1).

Abstract The reaction of 7-fluoro and 7-chloronorbornadiene with different diazoalkanes was studied in order to determine the respective influence of these halogens on the steric course of the cycloadditions. The endo attack is predominant with small diszocompounds even with fluorine as the C 7 halogen.