Highly Enantioselective Synthesis of Chiral 3-Substituted Indolines by Catalytic Asymmetric Hydrogenation of Indoles
Organic Letters2004Vol. 6(13), pp. 2213–2215
Citations Over TimeTop 10% of 2004 papers
Abstract
[reaction: see text] N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)(2)]SbF(6), PhTRAP, and Cs(2)CO(3), is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.
Related Papers
- → Recent Advances in the Enantioselective Synthesis of β-Amino Acids(1999)190 cited
- → Organocatalytic asymmetric 5-hydroxyisoxazolidine synthesis: A highly enantioselective route to β-amino acids(2006)145 cited
- → Enantioselective Hydrogenation of Diarylmethanimines for Synthesis of Chiral Diarylmethylamines(2016)41 cited
- → Enantioselective Synthesis of (−)-Dendroprimine and Isomers(2004)11 cited
- → Synthesis and application in enantioselective hydrogenation of a rhodium complex of an asymmetric water-soluble diphosphine PGE-17-DIOP(1984)48 cited