The stereoselective methylations and hydroxymethylations of 2,8-dioxabicyclo[3.2.1]octan-3-one derivatives. Synthesis of branched-chain sugars
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 21,p. 1634-1635
- https://doi.org/10.1039/c39890001634
Abstract
The stereoselective C(4) alkylations of 6-exo,7-exo-(isopropylidenedioxy)-2,8-dioxabicyclo[3.2.1]octan-3-one with Mel and PhCH2OCH2Br are presented; the products so-obtained have been converted to partially protected 5,6-dideoxy-5-C-methyl-D,L-ribo-hexofuranose and 5-deoxy-5-C-methyl-D,L-talo-hexofuranose.Keywords
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