Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives

Hiroki Mandai, Takuma Fujiwara, Katsuaki Noda, Kazuki Fujii, Koichi Mitsudo, Toshinobu Korenaga, Seiji Suga

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Chiral N,N-4-(dimethylamino)pyridine (DMAP) derivatives, which can be readily prepared by the Ugi multicomponent reaction in a one-pot manner, have been efficiently applied to the enantioselective Steglich rearrangement of oxindole derivatives to give the desired products bearing a quaternary carbon center in high yield (>98% yield) and with high enantioselectivity (up to 99:1 er).

Original languageEnglish
Pages (from-to)4436-4439
Number of pages4
JournalOrganic Letters
Volume17
Issue number18
DOIs
Publication statusPublished - Sep 18 2015

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pyridines
Bearings (structural)
Carbon
Derivatives
Enantioselectivity
carbon
products
oxindole
pyridine
4-(dimethylamino)pyridine

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives. / Mandai, Hiroki; Fujiwara, Takuma; Noda, Katsuaki; Fujii, Kazuki; Mitsudo, Koichi; Korenaga, Toshinobu; Suga, Seiji.

In: Organic Letters, Vol. 17, No. 18, 18.09.2015, p. 4436-4439.

Research output: Contribution to journalArticle

Mandai, Hiroki ; Fujiwara, Takuma ; Noda, Katsuaki ; Fujii, Kazuki ; Mitsudo, Koichi ; Korenaga, Toshinobu ; Suga, Seiji. / Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives. In: Organic Letters. 2015 ; Vol. 17, No. 18. pp. 4436-4439.
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