New method for the synthesis of α-substituted tetrahydrofuran -2-methanols through diastereoselective addition of THF to aldehydes mediated by Et3B in the presence of air

Takehiko Yoshimitsu, Maki Tsunoda, Hiroto Nagaoka

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

The tetrahydrofuranyl radical, generated from THF with Et3B in the presence of air, was found to react with aldehydes threo-selectively to afford α-substituted tetrahydrofuran-2-methanols, the common structural motifs of biologically active acetogenin polyketides, in moderate yields.

Original languageEnglish
Pages (from-to)1745-1746
Number of pages2
JournalChemical Communications
Issue number17
Publication statusPublished - Sep 7 1999
Externally publishedYes

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Acetogenins
Polyketides
Aldehydes
Methanol
Air
tetrahydrofuran

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "The tetrahydrofuranyl radical, generated from THF with Et3B in the presence of air, was found to react with aldehydes threo-selectively to afford α-substituted tetrahydrofuran-2-methanols, the common structural motifs of biologically active acetogenin polyketides, in moderate yields.",
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AU - Tsunoda, Maki

AU - Nagaoka, Hiroto

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