Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles

Ryoichi Kuwano, Kohei Kaneda, Takashi Ito, Koji Sato, Takashi Kurokawa, Yoshihiko Ito

Research output: Contribution to journalArticlepeer-review

134 Citations (Scopus)

Abstract

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]SbF6, PhTRAP, and Cs 2CO3, is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.

Original languageEnglish
Pages (from-to)2213-2215
Number of pages3
JournalOrganic Letters
Volume6
Issue number13
DOIs
Publication statusPublished - Jun 24 2004

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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