(1-Bromovinyl)-MIDA boronate: a readily accessible and highly versatile building block for small molecule synthesis

Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (1-bromovinyl)-N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthes...

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Published inTetrahedron Vol. 69; no. 36; pp. 7732 - 7740
Main Authors Woerly, Eric M., Miller, Jonathan E., Burke, Martin D.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 09.09.2013
Elsevier
Subjects
1,1-Disubstituted boronates
1,1-Disubstituted olefins
Accessibility
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
Construction
Cross coupling
Iterative cross-coupling
MIDA boronates
organic compounds
Physical Sciences
Platforms
Science & Technology
Synthesis
Tetrahedrons
1,1-Disubstituted olefins
Iterative cross-coupling
1,1-Disubstituted boronates
MIDA boronates
GENERAL-SOLUTION
ACID
OLEFIN CROSS-METATHESIS
TERMINAL ALKYNES
BIS(PINACOLATO)DIBORON
ARYL HALIDES
HECK REACTION
EFFICIENT
DERIVATIVES
1,1-DIARYLETHYLENES
1,1-disubstituted olefins
1,1-disubstituted boronates
Online AccessGet full text

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Abstract Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (1-bromovinyl)-N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as a starting material for the preparation of a wide range of 1,1-disubstituted olefin-containing MIDA boronates. This compound can also be used for the iterative cross-coupling-based synthesis of various 1,1-disubstituted olefin-containing targets. Collectively, these results contribute to the expanding generality of the MIDA boronate platform. [Display omitted]
AbstractList Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (1-bromovinyl)-N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as a starting material for the preparation of a wide range of 1,1-disubstituted olefin-containing MIDA boronates. This compound can also be used for the iterative cross-coupling-based synthesis of various 1,1-disubstituted olefin-containing targets. Collectively, these results contribute to the expanding generality of the MIDA boronate platform.
Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (1-bromovinyl)-N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as a starting material for the preparation of a wide range of 1,1-disubstituted olefin-containing MIDA boronates. This compound can also be used for the iterative cross-coupling-based synthesis of various 1,1-disubstituted olefin-containing targets. Collectively, these results contribute to the expanding generality of the MIDA boronate platform. [Display omitted]
Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (1-bromovinyl)-N-methyl-iminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as a starting material for the preparation of a wide range of 1,1-disubstituted olefin-containing MIDA boronates. This compound can also be used for the iterative cross-coupling-based synthesis of various 1,1-disubstituted olefin-containing targets. Collectively, these results contribute to the expanding generality of the MIDA boronate platform. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.
Author Burke, Martin D.
Woerly, Eric M.
Miller, Jonathan E.
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Issue 36
Keywords 1,1-Disubstituted olefins
Iterative cross-coupling
1,1-Disubstituted boronates
MIDA boronates
GENERAL-SOLUTION
ACID
OLEFIN CROSS-METATHESIS
TERMINAL ALKYNES
BIS(PINACOLATO)DIBORON
ARYL HALIDES
HECK REACTION
EFFICIENT
DERIVATIVES
1,1-DIARYLETHYLENES
1,1-disubstituted olefins
1,1-disubstituted boronates
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Snippet Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small...
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SubjectTerms 1,1-Disubstituted boronates
1,1-Disubstituted olefins
Accessibility
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
Construction
Cross coupling
Iterative cross-coupling
MIDA boronates
organic compounds
Physical Sciences
Platforms
Science & Technology
Synthesis
Tetrahedrons
Title (1-Bromovinyl)-MIDA boronate: a readily accessible and highly versatile building block for small molecule synthesis
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https://pubmed.ncbi.nlm.nih.gov/PMC3862186
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