1107062-53-2Relevant academic research and scientific papers
Synthesis of 3-deoxy glycals via tandem metathesis sequences and their use in an intermolecular heck arylation
Schmidt, Bernd,Biernat, Anne
experimental part, p. 5764 - 5769 (2009/06/08)
Deoxy glycals can be synthesized from a mannitol-derived C 2-symmetric diene diol by using the tandem RCM/isomerization approach. Incorporation of a ruthenium-catalyzed dehydrogenative silylation step into the reaction sequence is possible. Thus, an orthogonally protected 3-deoxy glycal results via a tandem RCM/hydrosilylation/isomerization sequence. All ruthenium-catalyzed steps of this tandem sequence occur under distinct conditions, allowing for the selective synthesis of the intermediates. The 3-deoxy glycals obtained via this route undergo a regio- and stereoselective Heck reaction, as exemplified by the synthesis of a C-aryl glycoside. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
