Palladium complex catalyzed acylation of allylic esters with acylstannanes: Complementary method to the acylation with acylsilanes

Yasushi Obora, Masafumi Nakanishi, Makoto Tokunaga, Yasushi Tsuji

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Palladium-catalyzed acylation of allylic trifluoroacetates (2) using acylstannanes (1) is reported. The reaction serves as a complementary method to the previously reported acylation with acylsilane (4). In particular, the reaction is profitable in the acylation of unsubstituted allyl trifluoroacetate (2a) and benzoylation of allylic trifluoroacetates to afford synthetically useful β,γ-unsaturated ketones (3) in good yields without undesirable isomerizations.

Original languageEnglish
Pages (from-to)5835-5837
Number of pages3
JournalJournal of Organic Chemistry
Volume67
Issue number16
DOIs
Publication statusPublished - Aug 9 2002
Externally publishedYes

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Trifluoroacetic Acid
Acylation
Palladium
Esters
Isomerization
Ketones

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Palladium complex catalyzed acylation of allylic esters with acylstannanes : Complementary method to the acylation with acylsilanes. / Obora, Yasushi; Nakanishi, Masafumi; Tokunaga, Makoto; Tsuji, Yasushi.

In: Journal of Organic Chemistry, Vol. 67, No. 16, 09.08.2002, p. 5835-5837.

Research output: Contribution to journalArticle

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