Double bond isomerization/enantioselective aza-petasis-ferrier rearrangement sequence as an efficient entry to anti- and enantioenriched β-Amino Aldehydes

Masahiro Terada, Yasunori Toda

Research output: Contribution to journalArticlepeer-review

124 Citations (Scopus)

Abstract

Highly anti- and enantioselective synthesis of .-amino aldehydes having an aliphatic substituent at the .-position was accomplished by a combination of two catalytic reactions, that is, an initial Ni(II) complex-catalyzed isomerization of a double bond followed by a chiral phosphoric acid catalyzed aza-Petasis-Ferrier rearrangement, using hemiaminal allyl ethers as the initial substrate. The chiral phosphoric acid also functioned as an efficient resolving catalyst of racemic hemiaminal vinyl ethers.

Original languageEnglish
Pages (from-to)6354-6355
Number of pages2
JournalJournal of the American Chemical Society
Volume131
Issue number18
DOIs
Publication statusPublished - 2009 May 13

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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