Stereoselective synthesis of separable amide rotamers using π-allyl-Pd catalyst and their thermodynamic behavior

Nobutaka Ototake, Takeo Taguchi, Osamu Kitagawa

研究成果: Article

8 引用 (Scopus)

抄録

Separable amide rotamers were prepared with moderate to excellent Z-selectivities by N-allylation of 2,4,6-tri-tert-butyl-NH-anilides using a π-allyl-Pd catalyst. The present allylation proceeded through a unique mechanism involving O-allylation and the subsequent O,N-allylic rearrangement. The prepared amide rotamers of Z-major changed to equilibrium mixtures of E-major when heated in toluene.

元の言語English
ページ(範囲)5458-5460
ページ数3
ジャーナルTetrahedron Letters
49
発行部数38
DOI
出版物ステータスPublished - 2008 9 15

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Allylation
Amides
Thermodynamics
Catalysts
Anilides
Toluene

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

これを引用

Stereoselective synthesis of separable amide rotamers using π-allyl-Pd catalyst and their thermodynamic behavior. / Ototake, Nobutaka; Taguchi, Takeo; Kitagawa, Osamu.

:: Tetrahedron Letters, 巻 49, 番号 38, 15.09.2008, p. 5458-5460.

研究成果: Article

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