Asymmetric Diels-Aider reactions of TMHD-acrylate using TiCl 4·(ArnHg)m complexed Lewis acids

Isao Kadota, Katsumi Kobayashi, Naoki Asao, Yoshinori Yamamoto

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Abstract

Diels-Alder reaction of (3R,5S)-5-benzoyloxy-2,2,6,6-tetramethyl-3-heptyl acrylate (TMHD-acrylate) 1 with cyclopentadiene in the presence of TiCl 4·(ArnHg)m complexed Lewis acids gives (1R,4R,6R)-2-norbornene-6-carboxylate derivative 4 predominantly, whereas the reaction in the presence of TiCl4 alone affords its enantiomer 2 preferentially.

Original languageEnglish
Pages (from-to)1271-1272
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number12
DOIs
Publication statusPublished - Dec 1 1995

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ASJC Scopus subject areas

  • Molecular Medicine

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