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703478 Aldrich

trans-2-Bromovinylboronic acid MIDA ester

technical grade

Synonym: BB1

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Properties

Related Categories Alkenyl MIDA Boronates, Boronic Acids and Derivatives, Chemical Synthesis, MIDA Boronates, Organometallic Reagents More...
grade   technical grade
InChI Key   ALXOFLXCBIRRRC-NSCUHMNNSA-N

Description

Packaging

1, 5, 25, 100 g in glass bottle

Application

Suzuki Cross-Coupling with MIDA Boronates

Protocols & Applications

Suzuki Cross-Coupling with MIDA Boronates

Price and Availability


KitAlysis - Increasing Catalysis Productivity

Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

MIDA Boronates for Suzuki–Miyaura Cross-Couplings

Burke and coworkers recently prepared retinal using newly-developed methodology, which employs boronic acid surrogates, termed MIDA boronates (retinal synthesis employed key MIDA building block BB1—S...
Dr. Josephine Nakhla
Chemfiles Volume 10 Article 1
Keywords: Building blocks, Chemfiles, Coupling reactions, Cross couplings, Solvents

MIDA Boronates for Suzuki–Miyaura Cross-Couplings

Professor Martin Burke and coworkers recently prepared retinal using key MIDA building block BB1 in iterative Suzuki-Miyaura cross coupling reactions (Scheme 1). The MIDA unit of BB1 is unreactive un...
Aaron Thornton
ChemFiles Volume 11 Article 1
Keywords: Building blocks, Coupling reactions, Cross couplings, Solvents

MIDA-protected Boronate Esters

The Suzuki-Miyaura cross-coupling reaction is one of the most important and highly utilized reactions in organic chemistry, with applications in polymer science as well as in the fine chemicals and p...
Josephine Nakhla
ChemFiles Volume 9 Article 1
Keywords: Aminations, Applications, Bromoborations, Building blocks, Catalysis, Chemfiles, Chromatography, Coupling reactions, Cross couplings, Cross metathesis, Cyclopropanations, Epoxidations, Industries, Ligands, Metathesis, Methods, Natural product synthesis, Olefin metathesis, Pharmaceutical, Polymer science, Protocols, Purification, Reductions, Reductive aminations, Stille coupling, Suzuki coupling, Suzuki reactions, Takai olefination, Transmetalation, Type, transformation

Preparation of trans-(2-bromovinyl) MIDA Boronate and Vinyl MIDA Boronate from the Corresponding Silanes

Due to the instability of some boronic acids, the Burke group has developed very practical syntheses of some of the more challenging MIDA boronates. For instance, while trans-(2-bromovinyl) MIDA boro...
Josephine Nakhla
ChemFiles Volume 9 Article 1
Keywords: Bromoborations, Building blocks, Transmetalation

Synthesis of Polyene Natural Products Using Polyene MIDA Boronates

Palladium-catalyzed cross-coupling reactions are ideal methods for the synthesis of polyenes because of the stereospecificity of the reactions and the mildness of the reaction conditions. However, po...
Josephine Nakhla
ChemFiles Volume 9 Article 1
Keywords: Building blocks, Catalysis, Coupling reactions, Cross couplings, Methods, Natural product synthesis, Suzuki reactions, Type

Synthetic Utility of Vinyl MIDA Boronate

The utility of vinyl MIDA boronate was demonstrated via cyclopropanation and epoxidation to the corresponding MIDA cyclopropane and oxirane, respectively. These procedures (Scheme 13) provided air an...
Josephine Nakhla
ChemFiles Volume 9 Article 1
Keywords: Chromatography, Cross metathesis, Cyclopropanations, Epoxidations, Metathesis, Olefin metathesis, Purification, transformation

Related Content

MIDA Boronates

The Suzuki-Miyaura cross-coupling reaction of boronic acids is one of the most important and highly utilized reactions in the organic chemistry toolbox, with applications in polymer science as well a...
Keywords: Aminations, Applications, Bromoborations, Building blocks, Chromatography, Coupling reactions, Cross couplings, Cross metathesis, Epoxidations, Industries, Jones Oxidation, Ligands, Metathesis, Methods, Olefin metathesis, Oxidations, Pharmaceutical, Polymer science, Polymerization reactions, Protocols, Purification, Reductions, Reductive aminations, Solvents, Stille coupling, Suzuki reactions, Takai olefination, Transmetalation, Type, Usage, transformation

New MIDA Boronates from Aldrich

MIDA boronates are stable boronic acid surrogates used for Suzuki-Miyaura cross-coupling reactions. These reagents enable the coupling of historically unstable organoboron species; including those co...
Keywords: Aldrichimica Acta, Coupling reactions, Cross couplings, Nuclear magnetic resonance spectroscopy

Peer-Reviewed Papers
15

References

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