Catalytic enantioselective inverse electron demand hetero-diels-alder reaction with allylsilanes

Yuki Matsumura, Takahiro Suzuki, Akira Sakakura, Kazuaki Ishihara

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

The first diastereo- and enantioselective inverse electron demand hetero-Diels-Alder reaction of β,γ-unsaturated α-ketoesters with allylsilanes is described. Chiral copper(II) catalysts successfully activate the β,γ-unsaturated α-ketoesters and promote the reaction with allylsilanes with excellent enantioselectivities. This process represents a new entry to chiral oxanes.

Original languageEnglish
Pages (from-to)6131-6134
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number24
DOIs
Publication statusPublished - Jun 10 2014

Fingerprint

Enantioselectivity
Copper
Catalysts
Electrons
allylsilane

Keywords

  • asymmetric catalysis
  • copper
  • cycloaddition
  • heterocycles
  • Lewis acid

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Catalytic enantioselective inverse electron demand hetero-diels-alder reaction with allylsilanes. / Matsumura, Yuki; Suzuki, Takahiro; Sakakura, Akira; Ishihara, Kazuaki.

In: Angewandte Chemie - International Edition, Vol. 53, No. 24, 10.06.2014, p. 6131-6134.

Research output: Contribution to journalArticle

Matsumura, Yuki ; Suzuki, Takahiro ; Sakakura, Akira ; Ishihara, Kazuaki. / Catalytic enantioselective inverse electron demand hetero-diels-alder reaction with allylsilanes. In: Angewandte Chemie - International Edition. 2014 ; Vol. 53, No. 24. pp. 6131-6134.
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