Highly diastereoselective epoxidation of allyl-substituted cycloalkenes catalyzed by metalloporphyrins

Wing Kei Chan, Peng Liu, Wing Yiu Yu, Man Kin Wong, Chi Ming Che

Research output: Journal article publicationJournal articleAcademic researchpeer-review

26 Citations (Scopus)

Abstract

Highly diastereoselective epoxidations of allyl-substituted cycloalkenes including allylic alcohols, esters, and amines using sterically bulky metalloporphyrins [Mn(TDCPP)Cl] (1) and [Ru(TDCPP)CO] (2) as catalysts have been achieved. The "1 + H2O2" and "2 + 2,6-Cl2pyNO" protocols afforded trans-epoxides selectively in good yields (up to 99%) with up to >99:1 trans-selectivity.
Original languageEnglish
Pages (from-to)1597-1599
Number of pages3
JournalOrganic Letters
Volume6
Issue number10
DOIs
Publication statusPublished - 13 May 2004
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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