Stable and easily available sulfide surrogates allow a stereoselective activation of alcohols.
Chem Sci
; 12(22): 7770-7774, 2021 May 06.
Article
in En
| MEDLINE
| ID: mdl-34168830
ABSTRACT
Isothiouronium salts are easily accessible and stable compounds. Herein, we report their use as versatile deoxasulfenylating agents enabling a stereoselective, thiol-free protocol for synthesis of thioethers from alcohols. The method is simple, scalable and tolerates a broad range of functional groups otherwise incompatible with other methods. Late-stage modification of several pharmaceuticals provides access to multiple analogues of biologically relevant molecules. Performed experiments give insight into the reaction mechanism.
Full text:
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Database:
MEDLINE
Language:
En
Journal:
Chem Sci
Year:
2021
Type:
Article