trans-beta-Styrylboronic acid, 97%
trans-beta-Styrylboronic acid, 97%
trans-beta-Styrylboronic acid, 97%
trans-beta-Styrylboronic acid, 97%
Thermo Scientific Chemicals

trans-beta-Styrylboronic acid, 97%

CAS: 6783-05-7 | C8H9BO2 | 147.97 g/mol
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1 g
5 g
Catalog number H53227.06
also known as H53227-06
Price (USD)
246.65
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Quantity:
5 g
Request bulk or custom format
Price (USD)
246.65
Online Exclusive
274.00
Save 27.35 (10%)
Each
Add to cart
Chemical Identifiers
CAS6783-05-7
IUPAC Name[(1E)-2-phenylethenyl]boronic acid
Molecular FormulaC8H9BO2
InChI KeyVKIJXFIYBAYHOE-VOTSOKGWSA-N
SMILESOB(O)C=CC1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (HPLC)96.0% min
trans-beta-Styrylboronic acid as reagent is used for palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions, diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction and rhodium (Rh)-catalyzed intramolecular amination of aryl azides. It is also used as reagent in preparation of optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction and amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
trans-beta-Styrylboronic acid as reagent is used for palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions, diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction and rhodium (Rh)-catalyzed intramolecular amination of aryl azides. It is also used as reagent in preparation of optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction and amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization.

Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents and heat.
RUO – Research Use Only

General References:

  1. Yi Li; Ming-Hua Xu. Lewis acid promoted highly diastereoselective Petasis Borono-Mannich reaction: efficient synthesis of optically active β,γ-unsaturated α-amino acids. Organic Letters. 2012, 14, (8),2062-2065
  2. Erhad Ascic; Sebastian T.Le Quement; Mette Ishoey; Mathilde Daugaard; Thomas E.Nielsen. Build/couple/pair strategy combining the Petasis 3-component reaction with Ru-catalyzed ring-closing metathesis and isomerization. ACS Combinatorial Science. 2012, 14, (4),253-257