The first synthesis of enantiomerically pure cyclopropylphosphonate analogues of nucleotides via asymmetric cyclopropanation of chiral (1-diethoxyphosphoryl)vinyl p-tolyl sulfoxide
✍ Scribed by Wanda H. Midura; Jerzy A. Krysiak; Marian Mikołajczyk
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- English
- Weight
- 397 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0957-4166
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📜 SIMILAR VOLUMES
E-(S)-(1-Dimethoxyphosphoryl-2-phenyl)vinyl p-tolyl sulfoxide 3 was found to undergo cyclopropanation with sulfur ylides [dimethyl(oxo)sulfonium methylide, diphenyl sulfonium isopropylide and ethyl (dimethylsulfuranylidene)acetate (EDSA)] in a highly diastereoselective manner. The major diastereomer
Cycloaddition of diazomethane and ethyl diazoacetate to a-(diethoxyphosphoryl)vinyl p-tolyl sulfoxide la and its P-substituted analogues (Me, Ph) results in the formation of 3-phosphorylpyrazoles in high yield. The reaction of chiral (S)-(+tla with diphenyldiazomethane proceeds fYly diastereoselecti
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