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Highly Regio- and Stereoselective Acylboration, Acylsilation, and Acylstannation of Allenes Catalyzed by Phosphine-Free Palladium Complexes: An Efficient Route to a New Class of 2-Acylallylmetal Reagents

Feng-Yu Yang, Muthian Shanmugasundaram, Shih-Yih Chuang, Po-Jen Ku, Ming-Yuan Wu and Chien-Hong Cheng*

*Department of Chemistry, Tsing Hua University, Hsinchu, Taiwan, 300 ROC, Email:

F.-Y. Yang, M. Shanmugasundaram, S.-Y. Chuang, P.-J. Ku, M.-Y. Wu, C.-H. Cheng, J. Am. Chem. Soc., 2003, 125, 12576-12583.

DOI: 10.1021/ja036021l


A new method for the synthesis of substituted 2-acylallylmetal reagents in a highly regio- and stereoselective fashion involving a three-component assembly of allenes, acyl chlorides, and bimetallic reagents (B-B, Si-Si, and Sn-Sn) catalyzed by phosphine-free palladium complexes is described.

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Unusual Palladium-Catalyzed Silaboration of Allenes Using Organic Iodides as Initiators: Mechanism and Application

K.-J. Chang, D. K. Rayabarapu, F.-Y. Yang, C.-H. Cheng, J. Am. Chem. Soc., 2005, 127, 126-131.

Key Words

Allenes, Borylation, Silylation, Stannylation, Multicomponent Reactions

ID: J48-Y2003-1650