Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 8, Issue 9, Pages 1664-1667Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201900328
Keywords
cross-coupling; palladium; chemoselectivity; boron; silicon
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Funding
- National Research Foundation of Korea - Korean government [NRF-2018R1A4A1024713]
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Herein, we report the development of a palladium-catalyzed chemoselective cross-coupling of (diborylmethyl)silanes with alkenyl bromides. The reaction shows broad scope with respect to alkenyl bromides and (diborylmethyl)silanes, affording a range of alpha-silyl-substituted allylic boronate esters in good-to-excellent yields. The practicality of the developed coupling reaction is demonstrated by the gram-scale synthesis of alpha-silyl-substituted allylic boronate ester.
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