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Practical and Modular Construction of C(sp3)-Rich Alkyl Boron Compounds

Yangyang Yang, Jet Tsien, Ayala Ben David, Jonathan M. E. Hughes, Rohan R. Merchant* and Tian Qin*

*Merck & Co., Inc., South San Francisco, California 94080; The University of Texas Southwestern Medical Center, Dallas, Texas 75390, United States, Email: rohan.merchantmerck.com, tian.qinutsouthwestern.edu

Y. Yang, J. Tsien, A. B. David, J. M. E. Hughes, R. R. Merchant, T. Qin, J. Am. Chem. Soc., 2021, 143, 471-480.

DOI: 10.1021/jacs.0c11964 (free Supporting Information)


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Abstract

A transition-metal-free reaction of alkyl sulfonylhydrazones with alkyl boronic acids provides C(sp3)-rich and sterically hindered alkyl boron reagents in a practical and modular manner. The reaction offers broad generality and functional group tolerance.

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Key Words

alkylboronates, C-C coupling


ID: J48-Y2021