Ketone Synthesis under Neutral Conditions. Cu(I) Diphenylphosphinate-Mediated, Palladium-Catalyzed Coupling of Thiol Esters and Organostannanes

Ketone Synthesis under Neutral Conditions. Cu(I) Diphenylphosphinate-Mediated, Palladium-Catalyzed Coupling of Thiol Esters and Organostannanes

A versatile approach to ketone synthesis is described. The reaction relies on the palladium-catalyzed, copper diphenylphosphinate-mediated coupling of thiol esters with organostannanes under neutral reaction conditions. This reaction complements the previously described coupling of thiol esters with...

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Bibliographic Details
Published in:Organic letters Vol. 5; no. 17; pp. 3033 - 3035
Main Authors: Wittenberg, Rüdiger, Srogl, Jiri, Egi, Masahiro, Liebeskind, Lanny S
Format: Journal Article
Language:English
Published: United States American Chemical Society 21-08-2003
Subjects:
Biphenyl Compounds - chemistry
Copper - chemistry
Esters - chemistry
Ketones - chemical synthesis
Organometallic Compounds - chemistry
Organophosphonates - chemistry
Organotin Compounds - chemistry
Palladium - chemistry
Sulfhydryl Compounds - chemistry
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Summary:A versatile approach to ketone synthesis is described. The reaction relies on the palladium-catalyzed, copper diphenylphosphinate-mediated coupling of thiol esters with organostannanes under neutral reaction conditions. This reaction complements the previously described coupling of thiol esters with boronic acids that used dual thiophilic−borophilic activation methodology.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol034962x