The catalytic asymmetric hydrogenation of prochiral ketones was carried out with Ru(II) complexes prepared from new chiral diphosphine ligands, cis (R,R)-2,5-bis[(diarylphosphino)]-3-hexenes. These new ligands were prepared from optically pure (R,R) or (S,S)-Z-3-hexene-2,5 diol and enantiomeric excesses up to 85 % were obtained in the reduction of 2-benzamidomethyl-3-oxobutanoate, starting material for the synthesis of 4-acetoxy-2-azetidinone.

Chiral 1,4-bis-diphosphine ligands from optically active (Z)-olefines / E. Cesarotti, I. Rimoldi, P. Spalluto, F. Demartin. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 18:11(2007), pp. 1278-1283. [10.1016/j.tetasy.2007.04.018]

Chiral 1,4-bis-diphosphine ligands from optically active (Z)-olefines

E. Cesarotti
Primo
;
I. Rimoldi
Secondo
;
P. Spalluto
Penultimo
;
F. Demartin
Ultimo
2007

Abstract

The catalytic asymmetric hydrogenation of prochiral ketones was carried out with Ru(II) complexes prepared from new chiral diphosphine ligands, cis (R,R)-2,5-bis[(diarylphosphino)]-3-hexenes. These new ligands were prepared from optically pure (R,R) or (S,S)-Z-3-hexene-2,5 diol and enantiomeric excesses up to 85 % were obtained in the reduction of 2-benzamidomethyl-3-oxobutanoate, starting material for the synthesis of 4-acetoxy-2-azetidinone.
Settore CHIM/03 - Chimica Generale e Inorganica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/39867
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