Design and synthesis of binaphthol-derived chiral ketone catalysts for dioxirane-mediated asymmetric epoxidation of olefins

Yang Hee Kim, Kyo Chul Lee, Dae Yoon Chi, Sang Gi Lee, Choong Eui Song

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Binaphthol-derived chiral ketones 1a-c were synthesized and were shown to serve as active catalysts for asymmetric epoxidation of olefins using Oxone®, although their enantioselectivities were not high. However, very interestingly, the stereochemical outcome of the resulting epoxides implicates that in the epoxidation using 1a-c, the planar transition state may be more favorable than the spiro transition state.

Original languageEnglish
Pages (from-to)831-834
Number of pages4
JournalBulletin of the Korean Chemical Society
Volume20
Issue number7
StatePublished - 20 Jul 1999

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