The Stereochemistry of Diels-Alder Adduct of 5-Methyl-2-cyclohexene-1-one with Butadiene

Takashi Harayama, Hidetsura Cho, Mitsuaki Ohtani, Yasuo Inubushi

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

The Diels-Alder reaction of 5-methyl-2-cyclohexene-1-one (I) with butadiene was examined. It was concluded that addition of butadiene to the dienophile (I) took place from the opposite side to a secondary methyl side to give initially the cis adduct (IIb), which then epimerizes mostly to the trans derivative (IIa).

Original languageEnglish
Pages (from-to)2784-2787
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume22
Issue number12
DOIs
Publication statusPublished - 1974

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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