Straightforward and Diastereoselective Synthesis of Tetrafunctionalized Thiol Synthons for the Design of Metallopeptidase Inhibitors
✍ Scribed by Christelle David; Laurent Bischoff; Bernard P Roques; Marie-Claude Fournié-Zaluski
- Book ID
- 104209749
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 125 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
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 of the starting material. The method was generalized to different side-chains, allowing synthons for designing inhibitors of various classes of zinc metallopeptidases to be easily obtained.
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