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

doi:10.1039/a904745j

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 journal › Article › peer-review

48 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 language	English
Pages (from-to)	1745-1746
Number of pages	2
Journal	Chemical Communications
Issue number	17
DOIs	https://doi.org/10.1039/a904745j
Publication status	Published - Sept 7 1999
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/a904745j

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AU - Nagaoka, Hiroto

PY - 1999/9/7

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AB - 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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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

Abstract

ASJC Scopus subject areas

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