Synthesis of trifluoromethyl analogue of L-fucose and 6-deoxy-D-altrose
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 796-798
- https://doi.org/10.1039/c39910000796
Abstract
Trifluoromethylation of the acyclic derivative of D-lyxose, 3, with trifluoromethyltrimethylsilane in the presence of tetrabutylammonium fluoride yielded a mixture of trifluoromethyl adducts, 5a and b, which was converted to 6,6,6-trifluoro-L-fucose 9a and 6-deoxy-6,6,6-trifluoro-D-altrose 9bvia selective oxidation of the primary hydroxy group involving treatment of the trimethylsiloxy derivatives, 7a and b, with Collins reagent.Keywords
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