Mechanistic insights into the gold-catalyzed cycloisomerization of bromoallenyl ketones: Ligand-controlled regioselectivity

Yuanzhi Xia, Alexander S. Dudnik, Vladimir Gevorgyan, Yahong Li

Research output: Contribution to journalArticle

205 Citations (Scopus)

Abstract

Through computational and experimental studies, the mechanisms of gold-catalyzed cycloisomerization of bromoallenyl ketones in toluene have been elucidated. The divergent 1,2-migrations for the Au(I)- and Au(III)-catalyzed reactions have been investigated, and the results confirmed that the regiochemistry is ligand-dependent in cases of Au(PR3)L (L = Cl, OTf, BF4, and SbF6) catalysts.

Original languageEnglish (US)
Pages (from-to)6940-6941
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number22
DOIs
StatePublished - Jun 4 2008
Externally publishedYes

Fingerprint

Regioselectivity
Toluene
Ketones
Gold
Ligands
Catalysts

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Mechanistic insights into the gold-catalyzed cycloisomerization of bromoallenyl ketones : Ligand-controlled regioselectivity. / Xia, Yuanzhi; Dudnik, Alexander S.; Gevorgyan, Vladimir; Li, Yahong.

In: Journal of the American Chemical Society, Vol. 130, No. 22, 04.06.2008, p. 6940-6941.

Research output: Contribution to journalArticle

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