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Carboxylic Acid-Catalyzed Highly Efficient and Selective Hydroboration of Alkynes with Pinacolborane

Hon Eong Ho, Naoki Asao, Yoshinori Yamamoto and Tienan Jin*

*WPI-Advanced Institute for Materials Research (WPI-AIMR), Tohoku University, Sendai 980-8577, Japan, Email: tjinm.tohoku.ac.jp

H. E. Ho, M. Asao, Y. Yamamoto, T. Jin, Org. Lett., 2014, 16, 4670-4673.

DOI: 10.1021/ol502285s



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Abstract

Carboxylic acids are able to catalyze the direct hydroboration of various terminal and internal alkynes with pinacolborane without using any metal catalysts. This hydroboration exhibits a broad functional groups compatibility and gives the corresponding alkenyl diboronates and monoboronates in very good yields with exclusive regio- and stereoselectivities.

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Key Words

vinylboronates


ID: J54-Y2014