Institute of Chemistry, University of Potsdam, Karl‐Liebknecht‐Strasse 24–25, 14476 Potsdam (Germany), Fax: (+49)331‐977‐5056
Abstract:
Phosphorus meets carbohydrates : Dimethyl phosphite reacts with ceric(IV) ammonium nitrate (CAN) to give phosphonyl radicals that add to glycals 1 . The derivatives 2 were isolated in high yields and during a subsequent Horner–Emmons reaction underwent an interesting elimination to give 3,6‐dihydro‐2H‐pyrans 3 . The short sequence with simple precursors is applicable to the transformation of hexoses, pentoses, and disaccharides. Bn=benzyl.
