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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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