Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
PREPARATION OF CHIRAL AMINOPHOSPHINE LIGANDS AND THEIR USE IN ASYMMETRIC HOMOGENEOUS HYDROGENATION OF ITACONIC ACID
Keiji YamamotoAkira TomitaJiro Tsuji
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1978 Volume 7 Issue 1 Pages 3-6

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Abstract

Optically active aminophosphines were prepared via ortho-directed metalation of appropriate arylamines followed by introduction of a diphenylphosphino group. These aminophosphines were used as ligands in the rhodium complex-catalyzed asymmetric hydrogenation of itaconic acid. Although moderate optical yields (up to 43% ee) were obtained, the stereochemical outcome with each ligand depended markedly on the chelate effect of the aminophosphines which played a significant role in both catalytic activity and enantioselectivity.

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