Garrett S Hoge, Brian Samas
Jul 26, 2004
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Journal
Tetrahedron-asymmetry
Abstract
Two previously reported P-chirogenic bisphospholane rhodium catalysts have been applied to the asymmetric hydrogenation of α- and β-acetamido dehydroamino acid derivatives. For α-acetamido dehydroamino acid derivatives, catalyst 4 produced very high enantiomeric excesses. These are contrasted with the previously reported enantiomeric excesses using catalyst 2. Both catalysts provide excellent enantioselectivity (96%) for the β-acetamido dehydroamino acid derivative, (E)-methyl 3-acetamido-2-butenoate. However, catalyst 2 produces higher enantioselectivity (89%) for the (Z)-isomer when compared to catalyst 4 (83%).