126415-71-2Relevant academic research and scientific papers
Cationic iridium complex is a new and efficient Lewis acid catalyst for aldol and Mannich reactions
Onodera, Gen,Toeda, Takayuki,Toda, Nou-No,Shibagishi, Daigo,Takeuchi, Ryo
experimental part, p. 9021 - 9031 (2011/01/04)
A cationic iridium complex [Ir(cod)2]SbF6 was found to be a new and efficient Lewis acid catalyst for Mukaiyama aldol and Mannich reactions. Aldehydes react smoothly with silyl enol ethers to give β-siloxy ketones in the presence of 0.5 mol % of [Ir(cod)2]SbF6. The reaction of N-alkyl arylaldimines with ketene silyl acetals in the presence of 5 mol % [Ir(cod)2]SbF6/P(OPh)3 gave β-amino esters. After Mannich reaction was complete, stirring of the reaction mixture for 24 h led to cyclization to give β-lactam. The reaction of N-aryl benzaldimine with silyl enol ether derived from acetophenone gave a tetrahydroquinoline derivative as a single diastereomer.
A Convenient Synthesis of β-Aminoesters. The Reaction of Imines with Ketene Silyl Acetals Catalyzed by Phosphonium Salts
Mukaiyama, Teruaki,Kashiwagi, Kouichi,Matsui, Shigekazu
, p. 1397 - 1400 (2007/10/02)
In the presence of a catalytic amount of a diphosphonium salt, the reaction of various imines, including 2--pyridine, with ketene silyl acetals proceeded smoothly to afford the corresponding β-aminoesters in good yields.
