Gold-catalyzed double migration-benzannulation cascade toward naphthalenes

Alexander S. Dudnik, Todd Schwier, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

86 Scopus citations

Abstract

(Chemical Equation Presented) A novel gold(I)-catalyzed cycloisomerization of propargylic esters leading to unsymmetrically substituted naphthalenes has been developed. This cascade reaction involves an unprecedented tandem sequence of 1,3- and 1,2-migration of two different migrating groups. It is believed that this transformation likely proceeds via the formation of 1,3-diene intermediate or its precursor, which upon cyclization and aromatization steps transforms into the naphthalene core.

Original languageEnglish (US)
Pages (from-to)1465-1468
Number of pages4
JournalOrganic Letters
Volume10
Issue number7
DOIs
StatePublished - Apr 3 2008
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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