Thiol as a Synthon for Preparing Thiocarbonyl: Aerobic Oxidation of Thiols for the Synthesis of Thioamides
β Scribed by Wang, Xi; Ji, Miran; Lim, Seungyeon; Jang, Hye-Young
- Book ID
- 125538839
- Publisher
- American Chemical Society
- Year
- 2014
- Tongue
- English
- Weight
- 345 KB
- Volume
- 79
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
Tetrafunctionalized thiol-containing synthons with different side-chains have been prepared with good yields by a straightforward diastereoselective and general methodology. The key step of the synthesis consisted of a tandem reduction and Wittig-Horner reaction, which conserved the stereochemistry
Treatment of 5'-chloro-S'-deoxynucleosides (2) with the conjugate base of 9-(4methoxyphenyl)xanthen-9-thiol (3b), followed by acid-promoted removal of the S'-S-[g-(4methoxyphenyl)xanthen-9-yl] group in the presence of pyrrole gives the corresponding 5'deoxy-5'-mercaptonucleosides (1) in good yields.