New regio- and stereoselective preparation of trichlorinated γ-butyrolactones by copper catalyzed cyclization of allyl trichloroacetates

Hideo Nagashima, Hidetoshi Wakamatsu, Kenji Itoh, Yoichi Tomo, Jiro Tsuji

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

A novel synthetic method for γ-butyrolactones is presented. The process involves high regioselectivity to afford γ-lactones. In cases of trichloroacetates of secondary allylic alcohols, high cis-selective cyclization is accomplished.

Original languageEnglish
Pages (from-to)2395-2398
Number of pages4
JournalTetrahedron Letters
Volume24
Issue number23
DOIs
Publication statusPublished - 1983
Externally publishedYes

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Regioselectivity
Cyclization
Lactones
Copper
allyl alcohol

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

New regio- and stereoselective preparation of trichlorinated γ-butyrolactones by copper catalyzed cyclization of allyl trichloroacetates. / Nagashima, Hideo; Wakamatsu, Hidetoshi; Itoh, Kenji; Tomo, Yoichi; Tsuji, Jiro.

In: Tetrahedron Letters, Vol. 24, No. 23, 1983, p. 2395-2398.

Research output: Contribution to journalArticle

Nagashima, Hideo ; Wakamatsu, Hidetoshi ; Itoh, Kenji ; Tomo, Yoichi ; Tsuji, Jiro. / New regio- and stereoselective preparation of trichlorinated γ-butyrolactones by copper catalyzed cyclization of allyl trichloroacetates. In: Tetrahedron Letters. 1983 ; Vol. 24, No. 23. pp. 2395-2398.
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