Diastereoselective 1,3-dipolar cycloaddition of pyrylium ylides with chiral enamides

Kirill Tchabanenko, Colleen Sloan, Yves-Mael Bunetel, Philip Mullen

Research output: Contribution to journalArticle

20 Citations (Scopus)
338 Downloads (Pure)

Abstract

Chiral enamides5f-i were found to react with pyrylium ylides to give cycloadducts 6d-i in good yields with an excellent level of stereoselectivity. The chiral auxiliary was successfully removed on hydrogenolysis of compound 6f in continuous flow (H-Cube) resulting in the first asymmetric synthesis of complex amine 8.
Original languageEnglish
Pages (from-to)4215-4219
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number21
Early online date19 Mar 2012
DOIs
Publication statusPublished - 2012

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

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