A novel enantioselective reaction. Palladium-catalyzed enantiodistinctive reaction of bicyclic allylic compounds

Hisashi Daimon, Ryohei Ogawa, Shuichi Itagaki, Isao Shimizu

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Reaction of (±)-2β-acetoxy-4aβ-methyl-2,3,4,4a,5,6,7,8- octahydronaphthalene (4) with dimethyl malonate anion in the presence of a catalytic amount of [(1-Me-allyl)PdCl]2 and (S)-(-)-BINAP proceeded enantiodistinctively to give both the nucleophilic substituted product (2S,4aS)-5 and the diene (R)-6 as the elimination product in considerable enantiomeric excesses.

Original languageEnglish
Pages (from-to)1222-1223
Number of pages2
JournalChemistry Letters
Volume33
Issue number9
DOIs
Publication statusPublished - 2004 Sep 5

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Palladium
Anions
methyl malonate
2-naphthol BINAP

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

A novel enantioselective reaction. Palladium-catalyzed enantiodistinctive reaction of bicyclic allylic compounds. / Daimon, Hisashi; Ogawa, Ryohei; Itagaki, Shuichi; Shimizu, Isao.

In: Chemistry Letters, Vol. 33, No. 9, 05.09.2004, p. 1222-1223.

Research output: Contribution to journalArticle

Daimon, Hisashi ; Ogawa, Ryohei ; Itagaki, Shuichi ; Shimizu, Isao. / A novel enantioselective reaction. Palladium-catalyzed enantiodistinctive reaction of bicyclic allylic compounds. In: Chemistry Letters. 2004 ; Vol. 33, No. 9. pp. 1222-1223.
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