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

Isao Kadota, Katsumi Kobayashi, Naoki Asao, Yoshinori Yamamoto

Research output: Contribution to journalArticle

7 Citations (Scopus)

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 - 1995
Externally publishedYes

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Lewis Acids
Enantiomers
Derivatives
Cyclopentanes
Acids
Cycloaddition Reaction
acrylic acid
2-norbornene
titanium tetrachloride

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Asymmetric Diels-Aider reactions of TMHD-acrylate using TiCl 4·(ArnHg)m complexed Lewis acids. / Kadota, Isao; Kobayashi, Katsumi; Asao, Naoki; Yamamoto, Yoshinori.

In: Journal of the Chemical Society, Chemical Communications, No. 12, 1995, p. 1271-1272.

Research output: Contribution to journalArticle

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AU - Yamamoto, Yoshinori

PY - 1995

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