Cyclopropanation of styrenes and stilbenes using lithiomethyl trimethylammonium triflate as methylene donor

Lithiomethyl trimethylammonium triflate, prepared from tetramethylammonium triflate, cyclopropanates several styrenes and stilbenes with electron-donating and selected electron-withdrawing substituents efficiently. Kinetic data support a stepwise nucleophilic addition-ring closure mechanism for this...

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Published in:Chemical communications (Cambridge, England) England), 2014-09, Vol.50 (73), p.10608-10610
Main Authors: Sarria Toro, Juan M, den Hartog, Tim, Chen, Peter
Format: Article
Language:English
Subjects:
Closures
Cyclopropanes - chemistry
Kinetics
Mesylates - chemistry
Methylene
Organometallic Compounds - chemistry
Quaternary Ammonium Compounds - chemistry
Stilbenes - chemistry
Styrenes
Styrenes - chemistry
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description Lithiomethyl trimethylammonium triflate, prepared from tetramethylammonium triflate, cyclopropanates several styrenes and stilbenes with electron-donating and selected electron-withdrawing substituents efficiently. Kinetic data support a stepwise nucleophilic addition-ring closure mechanism for this methylenation.
doi_str_mv 10.1039/c4cc04929b
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source Royal Society of Chemistry
subjects Closures
Cyclopropanes - chemistry
Kinetics
Mesylates - chemistry
Methylene
Organometallic Compounds - chemistry
Quaternary Ammonium Compounds - chemistry
Stilbenes - chemistry
Styrenes
Styrenes - chemistry
title Cyclopropanation of styrenes and stilbenes using lithiomethyl trimethylammonium triflate as methylene donor
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