Pascal Pellon

Phosphine-borane complexes; direct use in asymmetric catalysis

Abstract An easy and soft method of decomplexation of phosphine-borane complexes, by DABCO, allows its use in situ in asymmetric catalytic hydrogenation of double bonds with metal phosphine complexes.

Phosphine-boranes in synthesis. Borane as an efficient protecting group in the preparation of functionalized phosphines.

Abstract Phosphines bearing an aldehyde, a ketone or a car☐yl on the side chain can be prepared by oxidation of the hydroxyalkylphosphine-borane complexes followed by decomplexation using diethylamine.

New access to functionalized dichlorophosphines: synthesis of two coordinated phosphorus heterocycles

Abstract An easy access to functionalized dichlorophosphines 2, 4, 5, 7 is described, and these compounds are dehydrochlorinated in situ with DABCO and trapped by a diene or a diazocompound to give phosphabenzenes or diazaphospholes.

Activation of phosphines with borane

Abstract Phosphine-borane complexes are very stable reagents. When borane is added to the phosphene, these complexes have a reactivity similar to phosphine-oxide. Alkylation reactions and olefination reactions (Horner type 1 ) with these complexes are easily obtained.

Stereoselective synthesis of new functionalized bisphosphines

Abstract Chiral functionalized bisdiphenylphosphines have been prepared and isolated from natural tartaric acid via the dihydrophosphorylation of dimethyl 4,5-O-isopropylidene-2,6-octanedienedioate, 4,5-O-isopropylidene-2,6-octanedienedinitrile and bis 5 (H)-2-furanone.

Easy access to functionalized dichloroarsines, synthetic equivalents of arsaalkynes

Abstract An easy access to functionalized dichloroarsines 2 , 4 , is described. Dehydrochlorination with DABCO leads to arsaalkenes which are trapped in situ by a diene or a diazocompound to give arsabenzenes and diazaarsoles.

Diastereoselective synthesis of diphosphines, effect of their configuration in asymmetric catalysis

Abstract The addition of diphenylphosphine-borane complex on the activated diene 2b (prepared from D-mannitol), led to the three diastereomeric diphosphines 1b, 3 and 4 . Effect of the configuration of those diphosphines was observed in the catalytic α-acetamidoacrylic acid hydrogenation.

Chiral auxiliaries onto conducting polymers

Abstract The synthesis of new chiral auxiliaries was performed onto conducting polythiophene. The electrochemical behaviour of such a matrix was investigated and one of them present a noticeable stability when an adequate spacer is introduced between the redox centre and the chiral unit.

Synthesis of allyl dichlorophosphines and arsines, precursors of transient 1-phosphadiene and 1-arsadiene.

Abstract O-Silylated dienolates react with PCl3 and AsCl 3 to give the corresponding allyl dichlorophosphines or arsines which are deshydrohalogenated to 1-phospha or arsadiene.

Phosphide‐borane complexes as key intermediates in the synthesis of optically active 1,3‐oxaphospholanes

The syntheses, from the triphenylphosphine-borane complex, of chiral 1,3-oxaphospholanes and optically active bis-1,3-oxaphospholanes, obtained by cleavage of a carbon-phosphorus bond with lithium, are described.