What question did this study set out to answer?

To examine the stereoselective formation of gem-dimetallic species via allylzincation of substituted vinyl metals and their conversion into configured linear substrates.

June 14, 2001Accounts of Chemical Research

1,1-Dimetallic Reagents for the Elaboration of Stereoselectively Di- or Trisubstituted Linear Substrates

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Authors

JNJ. F. NORMANTCentre National de la Recherche Scientifique

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Implication

Synthetic study demonstrates stereoselective allylzincation of substituted vinyl metals, highlighting a versatile route to generate functionalized di- and polysubstituted linear substrates.

Key Points

To examine the stereoselective formation of gem-dimetallic species via allylzincation of substituted vinyl metals and their conversion into configured linear substrates.
Performed allylzincation across the low-polarity carbon-carbon double bonds of substituted vinyl metal precursors.
Controlled addition face selectivity via directing vicinal or remote heteroatoms.
Trapped the resulting organodimetallic intermediates through double protonation with water to access di- and polysubstituted products.
Allylzincation achieved high facial selectivity governed by heteroatom coordination, providing stereochemically defined gem-dimetallic species.
Double protonation of the organodimetallic intermediates reliably generated di- or polysubstituted linear substrates with controlled geometry.

Cite This Study

J. F. NORMANT (2001) studied this question.

synapsesocial.com/papers/69de666557c7c8340a558628 https://doi.org/10.1021/ar000043k

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Implication

Synthetic study demonstrates stereoselective allylzincation of substituted vinyl metals, highlighting a versatile route to generate functionalized di- and polysubstituted linear substrates.

1,1-Dimetallic Reagents for the Elaboration of Stereoselectively Di- or Trisubstituted Linear Substrates

Discussion

Member takes

Implication

Key Points

Cite This Study

1,1-Dimetallic Reagents for the Elaboration of Stereoselectively Di- or Trisubstituted Linear Substrates

Discussion

Member takes

Implication

Key Points

Cite This Study

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