1563186-91-3Relevant articles and documents
Palladium-catalyzed stille-type coupling of N -acyl iminium ions with distannanes: A Multicomponent synthesis of α-amidostannanes
Xu, Boran,Arndtsen, Bruce A.
, p. 843 - 846 (2014/04/03)
The palladium-catalyzed three-component coupling of imines, acid chlorides, and hexabutyldistannane is described. This results in the synthesis of various α-amidostannanes in good yields, without the use of strong nucleophilic organometallic reagents. The reaction is believed to proceed via a Stille-type cross coupling of an in situ-generated N-acyl iminium salt with Bu 3SnSnBu3 and reaches completion within 1 h at ambient temperature using simple, unligated Pd2dba3 as a catalyst. Combining the formation of α-amidostannanes with lithiation and carboxylation allows the overall synthesis of amino acid derivatives in two steps from imines, acid chlorides, and CO2.