Multiply chiral phosphite/phosphonite ligands: tuning enantioselectivity by 
choice of diastereomers

Reetz, M. T.; Maiwald, P.

doi:10.1016/S1631-0748(02)01381-4

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Multiply chiral phosphite/phosphonite ligands: tuning enantioselectivity by choice of diastereomers

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Reetz, M. T.
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Maiwald, P.
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Reetz, M. T., & Maiwald, P. (2002). Multiply chiral phosphite/phosphonite ligands: tuning enantioselectivity by choice of diastereomers. Comptes Rendus Chimie, 5(4), 341-344. doi:10.1016/S1631-0748(02)01381-4.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-99FF-1

Abstract

Starting from commercially available (S)-1-(2- bromophenyl)ethanol, novel phosphite/phosphonite ligands have been prepared in which a BINOL moiety is attached to each phosphorus centre. The four diasteromeric ligands were tested in Cu-catalysed conjugate addition of Et2Zn, Pd-catalysed allylic substitution and Rh-catalysed hydrogenation. Very different results regarding activity and enantioselectivity as a function of the particular diastereomer were observed. (C) 2002 Academie des sciences / Editions scientifiques et medicales Elsevier SAS.