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n-BuLi as a Highly Efficient Precatalyst for Hydrophosphonylation of Aldehydes and Unactivated Ketones

Chengwei Liu, Yu Zhang, Qinqin Qian, Dan Yuan* and Yingming Yao*

*College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou, 215123, People's Republic of China, Email: yuandansuda.edu.cn, yaoymsuda.edu.cn

C. Liu, Y. Zhang, Q. Qian, D. Yuan, Y. Yao, Org. Lett., 2014, 16, 6172-6175.

DOI: 10.1021/ol5030713


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Abstract

Organic alkali metal compounds serve as highly efficient precatalysts for the hydrophosphonylation reactions of aldehydes and unactivated ketones with dialkyl phosphite under mild conditions. Hydrophosphonylation reactions catalyzed by 0.1 mol % n-BuLi were completed within 5 min for a broad range of substrates and generated a series of α-hydroxy phosphonates in high yields.

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Key Words

α-hydroxy phosphonates


ID: J54-Y2014