ORGN 447 |
| A simple and practical approach is reported for the synthesis of 1,1-bis-H-phosphinates compounds, which are novel precursors of the biologically important 1,1-bisphosphonates used to prevent bone resorption in a number of metabolic and tumor-induced bone diseases. The room temperature radical addition of hypophosphorous acid derivatives to terminal alkynes produces 1-alkyl-1,1-bis-H-phosphinates. The oxidative conversion of the 1,1-bis-H-phosphinates into the corresponding bisphosphonates is performed by using various oxidants, including ozone. The scope and the mechanistic aspects of the reaction will be discussed. The conversion of the 1,1-bis-H-phosphinates intermediates into 1,1-bisphosphino-alkanes will also be presented.
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Modern Acetylene Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |
