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MIDA-Vinylsilanes: Selective Cross-Couplings and Applications to the Synthesis of Functionalized Stilbenes

Mark G. McLaughlin, Catherine A. McAdam and Matthew J. Cook*

*School of Chemistry and Chemical Engineering, Queen’s University Belfast, Belfast BT9 5AG, Northern Ireland, Email: m.cookqub.ac.uk

M. G. McLaughlin, C. A. McAdam, M. J. Cook, Org. Lett., 2015, 17, 10-13.

DOI: 10.1021/ol503065a (free Supporting Information)


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Abstract

Hydrosilylation of an alkynylboronic ester enables a rapid and stereodefined synthesis of MIDA-boryl vinylsilanes. Subsequent selective cross-couplings in a two-step bidirectional sequence provide a rapid and high-yielding synthesis of complex styrenes.

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Key Words

arylations, Suzuki Coupling, Hiyama Coupling


ID: J54-Y2015