Partial oxidation of alkenylsilanes with ozone: A novel stereoselective approach to the diol and triol derivatives

Kazunobu Igawa, Kyohei Sakita, Masanori Murakami, Katsuhiko Tomooka

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

The reaction of alkenylsilanes with ozone provides synthetically versatile β-hydroxy or α-formyl silyl peroxides in good yield without normal fission of the C=C bond. The obtained α-formyl silyl peroxides serve as good precursors for the stereochemically defined diol or triol derivatives via nucleophilic addition to the formyl group and reduction of the peroxide moiety.

Original languageEnglish
Article numberZ24207SS
Pages (from-to)1641-1645
Number of pages5
JournalSynthesis
Issue number10
DOIs
Publication statusPublished - May 19 2008

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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