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Stereo- and Regiocontrolled Methylboration of Terminal Alkynes

Oleksandr Zhurakovskyi, Rafael M. P. Dias, Adam Noble and Varinder K. Aggarwal*

*School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, U.K., Email: v.aggarwalbristol.ac.uk

O. Zhurakovskyi, R. M. P. Dias, A. Noble, V. K. Aggarwal, Org. Lett., 2018, 20, 3136-3139.

DOI: 10.1021/acs.orglett.8b01252 (free Supporting Information)


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Abstract

A Zr-catalyzed carboalumination of terminal alkynes followed by in situ transmetalation with i-PrOBpin enabels an operationally simple and scalable synthesis of trisubstituted alkenyl boronic esters in good yields, with excellent regioselectivity and perfect stereoselectivity.

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Key Words

vinylboronates, alkylation


ID: J54-Y2018