Diastereoselective α-iodination reaction of 4-alkenylamide having a β-chiral center

Midori Okada, Osamu Kitagawa, Tokushi Hanano, Takeo Taguchi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

α-Iodination reaction of 4-alkenylamide with a β-chiral center proceeds with high diastereoseletivity to give syn α-iodoalkenamide through the formation of cyclic ketene N,O-acetal and subsequent α-iodination from the opposite side of a β-substituent.

Original languageEnglish
Pages (from-to)6825-6834
Number of pages10
JournalTetrahedron
Volume53
Issue number20
DOIs
Publication statusPublished - 1997 May 19
Externally publishedYes

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Acetals
ketene

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Diastereoselective α-iodination reaction of 4-alkenylamide having a β-chiral center. / Okada, Midori; Kitagawa, Osamu; Hanano, Tokushi; Taguchi, Takeo.

In: Tetrahedron, Vol. 53, No. 20, 19.05.1997, p. 6825-6834.

Research output: Contribution to journalArticle

Okada, Midori ; Kitagawa, Osamu ; Hanano, Tokushi ; Taguchi, Takeo. / Diastereoselective α-iodination reaction of 4-alkenylamide having a β-chiral center. In: Tetrahedron. 1997 ; Vol. 53, No. 20. pp. 6825-6834.
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