Ruthenium(II) porphyrin catalyzed tandem carbonyl ylide formation and 1,3-dipolar cycloaddition reactions of α-diazo ketones

Cong Ying Zhou, Wing Yiu Yu, Chi Ming Che

Research output: Journal article publicationJournal articleAcademic researchpeer-review

49 Citations (Scopus)

Abstract

equation presented The ruthenium porphyrin-catalyzed reactions of diazo ketones with π-unsaturated compounds via carbonyl ylide formation/cycloaddition cascade exhibit product yields and selectivities comparable to the analogous reactions with dirhodium carboxylates as catalysts. By grafting a ruthenium porphyrin on poly(ethylene glycol) (Zhang, J.-L; Che, C.-M. Org. Lett. 2002, 4, 1911), a recyclable catalytic system is developed with over 5700 product turnovers attained for the reaction of 1-diazo-2,5-hexanedione with dimethyl acetylenedicarboxylate.
Original languageEnglish
Pages (from-to)3235-3238
Number of pages4
JournalOrganic Letters
Volume4
Issue number19
DOIs
Publication statusPublished - 19 Sep 2002
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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