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  • 676683 - (–)-9-(1R,2R-Pseudoephedrinyl)-(10S)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane

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676683 Sigma-Aldrich

(–)-9-(1R,2R-Pseudoephedrinyl)-(10S)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane

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Properties

Related Categories Allylation, Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents
InChI Key   ZOZYQBFBLCMBTA-MBMVPVEPSA-N
mp   135-148 °C

Description

Application

Soderquist Reagents: For allylboration, allenylboration, propargylboration

Air-stable, crystalline pseudoephedrine borinic acid complex which when treated with an appropriate Grignard reagent provides access to homoallylic or homopropargylic alcohols and α-allenyl carbinols.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
WGK Germany 
3

Documents

Certificate of Analysis

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Protocols & Articles

Articles

Soderquist Borabicyclodecanes

In the past 20 years, the asymmetric allylboration of aldehydes has become an essential reaction for the synthesis of homoallylic or homopropargylic alcohols. Soderquist et al. developed a robust, ve...
William Sommer
Aldrich ChemFiles 2008, 8.6, 8.
Keywords: Alkynylborations, Allylborations, Asymmetric synthesis, Chemfiles, Crotylborations, Grignard Reaction

Related Content

Soderquist Reagents

The Soderquist group at the University of Puerto Rico recently reported a number of versatile synthetic methods employing pseudoephedrine (PE)-derived borabicyclodecane auxiliaries 676675 and 676683 ...
Keywords: Aldrichimica Acta, Alkynylborations, Allylborations, Asymmetric synthesis, Crotylborations, Filtration, Grignard Reaction, Methods, Tools

Peer-Reviewed Papers
15

References

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