Enantio- and periselective nitroalkene Diels-Alder reaction

Maurice J. Narcis, Daniel J. Sprague, Burjor Captain, Norito Takenaka

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The periselective Diels-Alder reaction of 5-substituted pentamethylcyclopentadienes and nitroethylene has been realized by helical-chiral hydrogen bond donor catalysts. To our knowledge, this represents the first asymmetric catalytic nitroalkene Diels-Alder reaction via activation of nitroalkene, and thus establishes its proof-of-principle.

Original languageEnglish
Pages (from-to)9134-9136
Number of pages3
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number46
DOIs
StatePublished - Dec 14 2012

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Diels-Alder reactions
Cycloaddition Reaction
Hydrogen bonds
Chemical activation
Catalysts
Hydrogen
activation
hydrogen bonds
catalysts

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

Cite this

Enantio- and periselective nitroalkene Diels-Alder reaction. / Narcis, Maurice J.; Sprague, Daniel J.; Captain, Burjor; Takenaka, Norito.

In: Organic and Biomolecular Chemistry, Vol. 10, No. 46, 14.12.2012, p. 9134-9136.

Research output: Contribution to journalArticle

Narcis, Maurice J. ; Sprague, Daniel J. ; Captain, Burjor ; Takenaka, Norito. / Enantio- and periselective nitroalkene Diels-Alder reaction. In: Organic and Biomolecular Chemistry. 2012 ; Vol. 10, No. 46. pp. 9134-9136.
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