Rhodium-catalyzed asymmetric hydrogenations of electron deficient olefins using 1,4-diphosphine ligands bearing an imidazolidin-2-one backbone

Sang gi Lee, Yong Jian Zhang

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

In rhodium(I)-catalyzed asymmetric hydrogenations of electron deficient olefins, the electron-rich and sterically encumbered phosphine ligand, MOD-BDPMI, exhibited higher enantioselectivities than BDPMI ligands. Moreover, the N-substituents of the imidazolidin-2-one backbone affected the enantioselectivity. Thus, using the N,N′-dimethylated MOD-BDPMI ligand 2b, (Z)-α-(N-acetamido)cinnamic acid 3 was hydrogenated with 100% conversion to give the saturated α-amino acid with ee of 88.7%.

Original languageEnglish
Pages (from-to)1039-1042
Number of pages4
JournalTetrahedron Asymmetry
Volume13
Issue number10
DOIs
StatePublished - 10 Jun 2002

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