Asymmetric Synthesis of an Isoxazolidine Nucleoside Analogue of Thymine Polyoxin C. -The first total synthesis of the isoxazolidine amino acid nucleoside analogue (VI) is based on the stereoselective nucleophilic addition of the silyl ketene acetal (II) to the enantiopure N-benzyl nitrone (I) as th
ChemInform Abstract: Stereoselective Synthesis of Thymine Polyoxin C Using an Allylic Trifluoroacetimidate—Trifluoroacetamide Rearrangement.
✍ Scribed by Anqi Chen; Eric J. Thomas; Peter D. Wilson
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 31 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Abstract
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Ester from Aldehyde Using (1-Ethoxyvinyl)lithium and Its Application to the Syntheses of Thymine Polyoxin C and Uracil Polyoxin C. -Starting from the known aldehyde (I), derived from D-ribose, a short synthesis to the key synthon (IV) is presented. The latter is subsequently converted to the title