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

Mark G. McLaughlin; Catherine A. McAdam; Matthew J. Cook

doi:10.1021/ol503065a

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

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

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

A rapid and stereodefined synthesis of MIDA−boryl vinylsilanes has been achieved through the hydrosilylation of an alkynylboronic ester. The E products which contain a silyl and boryl group can be selectively cross-coupled in a two-step bidirectional sequence to provide a rapid and high-yielding synthesis of complex styrenes.

Original language	English
Pages (from-to)	10-13
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	1
Early online date	16 Dec 2014
DOIs	https://doi.org/10.1021/ol503065a
Publication status	Published - 02 Jan 2015

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title = "MIDA–Vinylsilanes: Selective Cross-Couplings and Applications to the Synthesis of Functionalized Stilbenes",

abstract = "A rapid and stereodefined synthesis of MIDA−boryl vinylsilanes has been achieved through the hydrosilylation of an alkynylboronic ester. The E products which contain a silyl and boryl group can be selectively cross-coupled in a two-step bidirectional sequence to provide a rapid and high-yielding synthesis of complex styrenes.",

author = "McLaughlin, {Mark G.} and McAdam, {Catherine A.} and Cook, {Matthew J.}",

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AU - McAdam, Catherine A.

AU - Cook, Matthew J.

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AB - A rapid and stereodefined synthesis of MIDA−boryl vinylsilanes has been achieved through the hydrosilylation of an alkynylboronic ester. The E products which contain a silyl and boryl group can be selectively cross-coupled in a two-step bidirectional sequence to provide a rapid and high-yielding synthesis of complex styrenes.

U2 - 10.1021/ol503065a

DO - 10.1021/ol503065a

M3 - Article

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JO - Organic Letters

JF - Organic Letters

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

Abstract

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