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.
J. Wagner and P. Vogel, J. Chem. Soc., Chem. Commun., 1989, 1634 DOI: 10.1039/C39890001634
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