A Ba/Pd Catalytic System Enables Dehydrative Cross-Coupling and Excellent E-Selective Wittig Reactions

Peizhong Xie*, Weishan Fu, Xinying Cai, Zuolian Sun, Ying Wu, Shuangshuang Li, Cuiqing Gao, Xiaobo Yang, Teck-Peng Loh*

*Nanjing Tech University, Nanjing 211816, P. R. China; Nanyang Technological University, Singapore 637371 Email: peizhongxienjtech.edu.cn, teckpengntu.edu.sg

P. Xie, W. Fu, X. Cai, Z. Sun, Y. Wu, S. Li, C. Gao, X. Yang, T.-P. Loh, Org. Lett., 2019, 21, 7055-7059.

DOI: 10.1021/acs.orglett.9b02623

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Abstract

A Ba/Pd cooperative catalysis system enables a dehydrative cross-coupling of allylic alcohols with P-ylides followed by a Wittig reaction in one pot. Various multisubstituted 1,4-dienes were isolated in very good yields with a broad range of P-ylides and aldehydes with excellent E selectivity.

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Key Words

1,4-dienes, enones, unsaturated esters, Wittig reaction

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ID: J54-Y2019