Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)

Takashi Ohshima, Yasuhito Nakahara, Junji Ipposhi, Yoshiki Miyamoto, Kazushi Mashima

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(iii) under mild conditions.

Original languageEnglish
Pages (from-to)8322-8324
Number of pages3
JournalChemical Communications
Volume47
Issue number29
DOIs
Publication statusPublished - Aug 7 2011

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Lewis Acids
Nucleophiles
Catalysis
Amines
Substitution reactions
Nitrogen
Alcohols
Acids

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III). / Ohshima, Takashi; Nakahara, Yasuhito; Ipposhi, Junji; Miyamoto, Yoshiki; Mashima, Kazushi.

In: Chemical Communications, Vol. 47, No. 29, 07.08.2011, p. 8322-8324.

Research output: Contribution to journalArticle

Ohshima, Takashi ; Nakahara, Yasuhito ; Ipposhi, Junji ; Miyamoto, Yoshiki ; Mashima, Kazushi. / Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III). In: Chemical Communications. 2011 ; Vol. 47, No. 29. pp. 8322-8324.
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