Use of acetate as a leaving group in palladium-catalyzed nucleophilic substitution of benzylic esters

Masashi Yokogi, Ryoichi Kuwano

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

The palladium complex prepared in situ from [Pd(η3-C3H5)(cod)]BF4 and bidentate phosphine DPPF was a good catalyst for the nucleophilic substitution of benzyl acetate. Significant acceleration of the palladium-catalyzed substitution was observed when an alcohol was employed as a reaction solvent. The palladium catalyst was effective for the benzylation of various stabilized carbanions, amines, and benzenesulfinate with benzylic acetates.

Original languageEnglish
Pages (from-to)6109-6112
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number35
DOIs
Publication statusPublished - Aug 27 2007

Fingerprint

Palladium
Esters
phosphine
Acetates
Substitution reactions
Gadiformes
Catalysts
Amines
Alcohols

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Use of acetate as a leaving group in palladium-catalyzed nucleophilic substitution of benzylic esters. / Yokogi, Masashi; Kuwano, Ryoichi.

In: Tetrahedron Letters, Vol. 48, No. 35, 27.08.2007, p. 6109-6112.

Research output: Contribution to journalArticle

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