Study of substrate dependence on the diastereoselectivity of the ruthenium(II) porphyrin catalyzed tandem formation and 1,3-dipolar cycloaddition reactions of carbonyl ylides

Cong Ying Zhou, Philip Wai Hong Chan, Wing Yiu Yu, Chi Ming Che

Research output: Contribution to journalArticleResearchpeer-review

22 Citations (Scopus)


The effect of substrate substitution on reaction selectivity for the ruthenium(II) porphyrin catalyzed tandem carbonyl ylide formation/1,3-dipolar cycloaddition reaction of a variety of alkyl and aryl substituted α-diazo ketones 1 with π-unsaturated compounds was examined. The results suggested the diastereoselectivity of the reaction to be highly substrate dependant. Similar yields and cis/trans selectivities have also been achieved for the analogous reactions with rhodium(II,II) dimer as catalyst.

Original languageEnglish
Pages (from-to)1403-1412
Number of pages10
Issue number9
Publication statusPublished - 22 Jul 2003
Externally publishedYes


  • 1,3-dipolar cycloaddition
  • Carbonyl ylide formation
  • Metallocarbenoids
  • Rhodium(II,II) dimers
  • Ruthenium(II) porphyrins

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