Enantiomerically pure 1,2,5-triphenylphospholane through the synthesis and resolution of the chiral trans-(2,5)-diphenylphospholanic acid - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 1999

Enantiomerically pure 1,2,5-triphenylphospholane through the synthesis and resolution of the chiral trans-(2,5)-diphenylphospholanic acid

Résumé

The synthesis and resolution of trans-(2,5)-diphenylphospholanic acid 7 is described. The phosphinic acid 7 was converted into optically active (1,2,5)-triphenylphospholane 5 which was used as a chiral ligand in Rh-catalyzed hydrogenation of N-acetyl dehydrophenylalanine methyl ester to give quantitative yield of methyl N-acetylwphenylalaninate with 82 % e.e.

Dates et versions

hal-01146949 , version 1 (29-04-2015)

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Citer

F. Guillen, Jean-Claude Fiaud. Enantiomerically pure 1,2,5-triphenylphospholane through the synthesis and resolution of the chiral trans-(2,5)-diphenylphospholanic acid. Tetrahedron Letters, 1999, 40 (15), pp.2939. ⟨10.1016/S0040-4039(99)00329-9⟩. ⟨hal-01146949⟩

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