Iridium-Catalyzed Reductive Nucleophilic Addition to Secondary Amides

Yoshito Takahashi, Risa Yoshii, Takaaki Satou, Noritaka Chida

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

An iridium-catalyzed reductive nucleophilic addition to secondary amides is reported. After the iridium-catalyzed reduction, the resulting imines can undergo the Strecker reaction, the Mannich reaction, allylation, and [3 + 2]-cycloaddition. The method shows high chemoselectivity in the presence of other functional groups such as methyl ester.

Original languageEnglish
Pages (from-to)5705-5708
Number of pages4
JournalOrganic Letters
Volume20
Issue number18
DOIs
Publication statusPublished - 2018 Sep 21

Fingerprint

Iridium
iridium
Amides
amides
Allylation
Imines
Cycloaddition
Cycloaddition Reaction
cycloaddition
Functional groups
imines
esters
Esters

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Iridium-Catalyzed Reductive Nucleophilic Addition to Secondary Amides. / Takahashi, Yoshito; Yoshii, Risa; Satou, Takaaki; Chida, Noritaka.

In: Organic Letters, Vol. 20, No. 18, 21.09.2018, p. 5705-5708.

Research output: Contribution to journal › Article

Takahashi, Y, Yoshii, R, Satou, T & Chida, N 2018, 'Iridium-Catalyzed Reductive Nucleophilic Addition to Secondary Amides', Organic Letters, vol. 20, no. 18, pp. 5705-5708. https://doi.org/10.1021/acs.orglett.8b02421
Takahashi Y, Yoshii R, Satou T, Chida N. Iridium-Catalyzed Reductive Nucleophilic Addition to Secondary Amides. Organic Letters. 2018 Sep 21;20(18):5705-5708. https://doi.org/10.1021/acs.orglett.8b02421
Takahashi, Yoshito ; Yoshii, Risa ; Satou, Takaaki ; Chida, Noritaka. / Iridium-Catalyzed Reductive Nucleophilic Addition to Secondary Amides. In: Organic Letters. 2018 ; Vol. 20, No. 18. pp. 5705-5708.
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