Gérard Linstrumelle

An efficient palladium-catalysed reaction of vinyl and aryl halides or triflates with terminal alkynes

Abstract In the presence of tetrakis(triphenylphosphine)palladium, vinyl and aryl halides or triflates react very rapidly in piperidine or pyrrolidine with terminal alkynes to give conjugated enynes and aryl acetylenes in high yields.

A convenient preparation of trans (or cis) -1-chloroalkenes from trans (or cis)-1,2-dichloroethylene: A new synthesis of the sex pheromone of lobesia botrana.

Abstract Trans (or cis ) -dichloroethylene leads to trans (or cis )-1-chloroalkenes when treated with Grignard reagents and to trans (or cis )-1-chloro-1-en-3-ynes when treated with terminal acetylenes. A simple synthesis of (7E, 9Z)-dodecadien-1-yl acetate has been realized.

An efficient palladium-catalyzed reaction of vinyl chlorides with terminal acetylenes

Abstract In the presence of bis(benzonitrile) dichloropalladium and copper iodide, vinyl chlorides react rapidly in piperidine with terminal acetylenes to give conjugated enynes in high yields.

A short route to dehydro [12] annulenes.

Abstract A novel synthesis of dehydro [12] annutenes from 1,2-dibromobenzene is based on selective Pd(0)-Cu(1) coupling reactions of aryl and vinyl halides with tenninal acetylenes.

Copper-catalysed reactions of grignard reagents with epoxides and oxetane.

Abstract The copper-catalysed ring opening of epoxides and oxetane by Grignard reagents proceeds in good yield under mild conditions.

Stereoselective preparation of 1-chloro-(E,E)-1,3-dienes. Application to the synthesis of methyl eleostearate

Abstract The nickel (or palladium) catalyzd reaction of alkenylalanes with (E)-di-chloroethylene affords 1-chloro-(E,E)-1,3-dienes under mild conditions. The syntheses of methyl α-eleostearate which is reported to be a feeding deterrent for the boll weevil on cotton, and one of its isomers, methyl punicate, are described.

New Synthesis of the Sex Pheromone of the Egyptian Cotton Leafworm, Spodoptera Littoralis

Abstract (9Z, 11E)-tetradecadien-1-y1 acetate 4 is a major component of the sex pheromone of the Egyptian cotton leafworm, Spodoptera littoralis, which is an insect pest of major economic importance in mediterranean countries 1,2. The compound 4 has also been isolated from Spodoptera litura which is a japanese vegetable pest 3,4.

Palladium-catalyzed reaction of (E) and (Z)-dichloroethenes with 1-alkynes. An efficient stereospecific synthesis of (E) and (Z)-enediynes.

Abstract The stereospecific sequential substitution of (E) and (Z)-dichloroethenes with 1-alkynes leads to (E) and (Z)-enediynes in high yield.

The facile synthesis of a large ring lactone by acid-catalysed cyclisation of an (z)-ene-diyne hydroxy acid precursor.

Abstract A Large ring lactone is obtained in good yield by acid catalysed cyclisation of the w-hydroxy acid precursor .

An efficient synthesis of 1,3(E),5(Z), 1,3(E),5(E) and 1,3(Z),5(Z)-trienes: Application to the synthesis of galbanolenes and (9Z,11E)-9,11,13-tetradecatrien-1-yl acetate

Abstract The (Pd-Cu)-catalyzed reactions of trimethylsilyl acetylene with (E) or (Z)-chloroenynes, or 1-chloro-(1E,3E)-dienes, followed by desilylation and zinc-reduction of the triple bonds led respectively to (3E,5Z), (3Z,5Z) and (3E,5E)-trienes. Application to the syntheses of galbanolenes and (9Z,11E)-9,11,13-tetradecatrien-1-yl acetate has been realized.