Asymmetric synthesis of optically active fluorine-containing alcohols by the catalytic enantioselective alkylation of aldehydes

Tadakatsu Hayase, Tadashi Sugiyama, Masanori Suzuki, Takanori Shibata, Kenso Soai

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Optically active fluorine-containing alcohols with up to 97% enantiomeric excess were synthesized by the enantioselective addition of dialkylzincs to fluorine-containing aldehydes using chiral β-aminoalcohol catalysts such as N,N-dibutylnorephedrine (DBNE, 2d), 2-morpholino-1-phenyl-1-propanol (2g, MOPEP) and diphenyl(1-methylpyrrolidin-2-yl)methanol (3, DPMPM).

Original languageEnglish
Pages (from-to)1-5
Number of pages5
JournalJournal of Fluorine Chemistry
Volume84
Issue number1
Publication statusPublished - 1997 Aug 31
Externally publishedYes

Fingerprint

Fluorine
alkylation
Alkylation
fluorine
aldehyde
Aldehydes
aldehydes
alcohol
alcohols
Alcohols
Morpholinos
Propanol
synthesis
Methanol
methanol
methyl alcohol
catalyst
catalysts
Catalysts
diphenyl

Keywords

  • Aldehydes
  • Asymmetric synthesis
  • Catalytic enantioselective alkylation

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

Asymmetric synthesis of optically active fluorine-containing alcohols by the catalytic enantioselective alkylation of aldehydes. / Hayase, Tadakatsu; Sugiyama, Tadashi; Suzuki, Masanori; Shibata, Takanori; Soai, Kenso.

In: Journal of Fluorine Chemistry, Vol. 84, No. 1, 31.08.1997, p. 1-5.

Research output: Contribution to journalArticle

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AU - Soai, Kenso

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