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O-Phosphination of Aldehydes/Ketones toward Phosphoric Esters: Experimental and Mechanistic Studies

Yanyan Qian, Qiang Dai, Zhiming Li*, Yu Liu* and Junliang Zhang*

*Fudan University, 2005 Songhu Road, Shanghai 200438; Changchun University of Technology, 2055 Yan'an Street, Changchun 130012, P.R. China, Email: zmlifudan.edu.cn, yuliuccut.edu.cn, junliangzhangfudan.edu.cn

Y. Qian, Q. Dai, Z. Li, Y. Liu, J. Zhang, Org. Lett., 2020, 22, 4742-4748.

DOI: 10.1021/acs.orglett.0c01537



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Abstract

Addition of P-H species to carbonyl groups, namely the Pudovik reaction, normally delivers hydroxyl phosphorus compounds. A few systems starting from phosphites provide the phosphates. Cs2CO3 mediates a highly selective synthesis of phosphinate derivatives starting from phosphonate precursors.

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Key Words

phosphinates


ID: J54-Y2020