Palladium-catalyzed reactions of alkenyloxiranes with carbon monoxide

Isao Shimizu, Takashi Maruyama, Toshiyuki Makuta, Akio Yamamoto

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Reaction of alkenyloxiranes with carbon monoxide in the presence of palladium catalyst gives unsaturated esters, β-lactones, dienes, and allylic alcohols. The selectivity of the reaction depends on the nature of the alkenyloxiranes. Carbonylation pruducts were obtained in the reaction of terminal alkenyloxiranes and alkenyloxirans having electron-donating substituent, whereas carbonylation scarcely took place in the reaction of alkenyloxiranes having electron-withdrawing groups; dienes and allylic alcohols were produced instead of carbonylation products.

Original languageEnglish
Pages (from-to)2135-2138
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number13
DOIs
Publication statusPublished - 1993 Mar 26

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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