Stereoselective oxy-functionalization of γ-silyl allylic alcohols with ozone: A facile synthesis of silyl peroxide and its reactions

Masanori Murakami, Kyohei Sakita, Kazunobu Igawa, Katsuhiko Tomooka

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

A reaction of γ-silyl allylic alcohol and its ether with ozone provides synthetically versatile α-formyl silyl peroxide in good yield without normal fission of carbon-carbon double bond. Thus, the provided silyl peroxide serves as a good precursor for the stereochemically defined triol derivative via alkylation and reduction of peroxide moiety.

Original languageEnglish
Pages (from-to)4023-4026
Number of pages4
JournalOrganic Letters
Volume8
Issue number18
DOIs
Publication statusPublished - Aug 31 2006
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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