Stereocomplementary construction of 2-ethynyl-3-hydroxytetrahydrofuran derivatives via endo-mode ring closure of 3,4-epoxy-6-substitutedhex-5-yn-1-ols
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 10,p. 1161-1162
- https://doi.org/10.1039/c39940001161
Abstract
Treatment of 3,4-epoxy-6-substitutedhex-5-yn-1-ols with BF3·OEt2 gave the endo-mode cyclization products with inversion of stereochemistry, whereas conversion of the epoxides to the corresponding hexacarbonyldicobalt complexes, followed by Lewis-acid treatment provided the endo-mode products with retention of configuration at the newly formed stereogenic centre.Keywords
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