Lewis acid-promoted conjugate addition of dienol silyl ethers to nitroalkenes: Synthesis of 3-substituted azepanes

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Abstract

(Chemical Equation Presented) A novel γ-selective conjugate addition of 1-silyl-substituted dienol ethers to nitroalkenes activated by Lewis acids has been developed. The resulting α,β-unsaturated acylsilanes undergo photoinduced protodesilylation to afford the corresponding enals, which can be conveniently transformed into azepanes under appropriate reductive conditions.

Original languageEnglish (US)
Pages (from-to)7050-7053
Number of pages4
JournalJournal of Organic Chemistry
Volume72
Issue number18
DOIs
StatePublished - Aug 31 2007

ASJC Scopus subject areas

  • Organic Chemistry

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