Iridium-monodentate phosphoramidite-catalyzed asymmetric hydrogenation of substituted benzophenone N-H imines

Guohua Hou; Ran Tao; Yongkui Sun; Xumu Zhang; Francis Gosselin

doi:10.1021/ja909583s

Iridium-monodentate phosphoramidite-catalyzed asymmetric hydrogenation of substituted benzophenone N-H imines

J Am Chem Soc. 2010 Feb 24;132(7):2124-5. doi: 10.1021/ja909583s.

Authors

Guohua Hou¹, Ran Tao, Yongkui Sun, Xumu Zhang, Francis Gosselin

Affiliation

¹ Department of Chemistry, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854-8066, USA.

PMID: 20104899
DOI: 10.1021/ja909583s

Abstract

Homogeneous asymmetric hydrogenation of unprotected benzophenone N-H imines 1a-r using Ir-(S)-N-benzyl-N-methyl-MonoPhos as a catalyst provides chiral amines 2a-r in 80-96% yield with enantioselectivities up to 98% ee (18 examples) for ortho-substituted substrates.

Publication types

Research Support, N.I.H., Extramural

MeSH terms

Amines / chemical synthesis*
Benzophenones / chemistry*
Catalysis
Hydrogenation
Imines / chemistry*
Iridium / chemistry
Ligands
Organometallic Compounds / chemistry
Organophosphorus Compounds / chemistry
Stereoisomerism

Substances

Amines
Benzophenones
Imines
Ligands
Organometallic Compounds
Organophosphorus Compounds
phosphoramidite
Iridium

Grants and funding

GM58832/GM/NIGMS NIH HHS/United States