Catalytic enantioselective synthesis of atropisomeric indoles with an N-C chiral axis

Nobutaka Ototake, Yudai Morimoto, Ayano Mokuya, Haruhiko Fukaya, Yasuo Shida, Osamu Kitagawa

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

(Chemical Equation Presented) A pivotal role: In the presence of (R)-(-)-5,5′-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4, 4′-bi-1,3-benzodioxole-PdCl2 [(R)-SEGPHOS-PdCl2], 5-endo-hydroaminocyclization of achiral ortho-alkynylanilines proceeds in an enantioselective manner to give optically active, axially chiral indoles (see scheme).

Original languageEnglish
Pages (from-to)6752-6755
Number of pages4
JournalChemistry - A European Journal
Volume16
Issue number23
DOIs
Publication statusPublished - 2010 Jun 18

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Indoles
palladium chloride
1,3-benzodioxole

Keywords

  • Atropisomerism
  • Enantioselectivity
  • Indoles
  • Palladium
  • Phosphane ligands

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Catalytic enantioselective synthesis of atropisomeric indoles with an N-C chiral axis. / Ototake, Nobutaka; Morimoto, Yudai; Mokuya, Ayano; Fukaya, Haruhiko; Shida, Yasuo; Kitagawa, Osamu.

In: Chemistry - A European Journal, Vol. 16, No. 23, 18.06.2010, p. 6752-6755.

Research output: Contribution to journalArticle

Ototake, Nobutaka ; Morimoto, Yudai ; Mokuya, Ayano ; Fukaya, Haruhiko ; Shida, Yasuo ; Kitagawa, Osamu. / Catalytic enantioselective synthesis of atropisomeric indoles with an N-C chiral axis. In: Chemistry - A European Journal. 2010 ; Vol. 16, No. 23. pp. 6752-6755.
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