Stereoselective synthesis of methyl 7-dihydro-trioxacarcinoside B |
| |
Authors: | König Christian M Harms Klaus Koert Ulrich |
| |
Institution: | Fachbereich Chemie, Philipps-University Marburg, Hans-Meerwein-Strasse, Marburg, Germany. |
| |
Abstract: | A stereoselective synthesis of 7-dihydro-triocacarcinose B, a branched octose from the quinocyclines, has been achieved. The biocatalytic resolution of a Baylis-Hillman adduct and a subsequent ring-closing metathesis were used to assemble the molecular framework. Subsequent key steps were a highly stereoselective epoxidation and a regio- and stereoselective opening of the epoxide by allyl alcohol and HClO4 to introduce the C(3)-OH group in protected form. The 7-dihydro-triocacarcinose B could be converted into the corresponding 1,7-anhydrosugar. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|