Chiral titanium complex-catalyzed Diels-Alder reaction: A practical route to anthracycline intermediates

Koichi Mikami, Masahiro Terada, Yukihiro Motoyama, Takeshi Nakai

Research output: Contribution to journalArticlepeer-review

70 Citations (Scopus)

Abstract

Asymmetric Diels-Alder reactions of methacrolein and 1,4-naphthoquinone with 1,3-dienol derivatives catalyzed by the chiral binaphthol (BINOL)-derived titanium complex 1 are shown to provide the corresponding endo-adducts in high enantiomeric purity. The naphthoquinone adduct can serve as a synthetic intermediate of tetracycline antibiotics.

Original languageEnglish
Pages (from-to)643-646
Number of pages4
JournalTetrahedron: Asymmetry
Volume2
Issue number7
DOIs
Publication statusPublished - 1991
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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