Using a temporary silicon connection in stereoselective allylation with allylsilanes: application to the synthesis of
1School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK.
Organic Letters
|October 24, 2003
Abstract:
[reaction: see text]. Treatment of aldehyde 6 with TMSOTf, in the presence of a Brønsted acid scavenger, effects an intramolecular allylation to provide the oxasilacycle 7 as the major diastereoisomer. Tamao oxidation of the C-Si bond in 7 affords the corresponding 1,2,4-triol 9.
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