The HfCl4-mediated Diels-Alder reaction of furan

Yujiro Hayashi, Masahiko Nakamura, Shigehiro Nakao, Tae Inoue, Mitsuru Shoji

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

High yields and high endo selectivity of the cycloadducts formed from the Diels-Alder reaction of furan or substituted furans occurs with an HfCl4 catalyst (see scheme). The use of the catalyst allows reactions to be performed at low temperature under kinetic control, as shown for the highly diastereoselective Diels-Alder reaction of a chiral acrylate.

Original languageEnglish
Pages (from-to)4079-4082
Number of pages4
JournalAngewandte Chemie - International Edition
Volume41
Issue number21
DOIs
Publication statusPublished - 2002 Nov 4
Externally publishedYes

Fingerprint

Furans
Catalysts
Kinetics
Temperature
furan
acrylic acid

Keywords

  • Asymmetric synthesis
  • Cycloaddition
  • Furanes
  • Hafnium
  • Pericyclic reaction

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

The HfCl4-mediated Diels-Alder reaction of furan. / Hayashi, Yujiro; Nakamura, Masahiko; Nakao, Shigehiro; Inoue, Tae; Shoji, Mitsuru.

In: Angewandte Chemie - International Edition, Vol. 41, No. 21, 04.11.2002, p. 4079-4082.

Research output: Contribution to journalArticle

Hayashi, Yujiro ; Nakamura, Masahiko ; Nakao, Shigehiro ; Inoue, Tae ; Shoji, Mitsuru. / The HfCl4-mediated Diels-Alder reaction of furan. In: Angewandte Chemie - International Edition. 2002 ; Vol. 41, No. 21. pp. 4079-4082.
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