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
- 1 January 1999
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 17,p. 1745-1746
- https://doi.org/10.1039/a904745j
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.Keywords
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