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901464

Sigma-Aldrich

2,2′-Bi-1,3,2-dioxaborinane

greener alternative

≥95%

Sinónimos:

B2(pro)2, Propanediol diboron

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About This Item

Fórmula empírica (notación de Hill):
C6H12B2O4
Número de CAS:
13826-25-0
Peso molecular:
169.78
MDL number:
MFCD08460171
UNSPSC Code:
12352200
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

powder or crystals

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

156 °C

greener alternative category

Aligned,

storage temp.

−20°C

InChI

1S/C6H12B2O4/c1-3-9-7(10-4-1)8-11-5-2-6-12-8/h1-6H2

InChI key

FOGDFVUQHQEIPV-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced to increase catalytic efficiency. Click here for more information.

Application

As reported by the laboratory of James Morken, B2(pro)2 is an effective reagent for enantioselective diboration of alkenes when used in conjunction with the carbohydrate-derived catalysts TBS-DHG (901235) or DHR (901237). Useful for synthesis of other boron-containing molecules.

Other Notes

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

Related product

Referencia del producto
Descripción
Precios

901237

DHR Catalyst, ≥95%

901235

TBS-DHG Catalyst, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number

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Lu Yan et al.
Journal of the American Chemical Society, 140(10), 3663-3673 (2018-02-15)
A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

Artículos

Carbohydrate-Catalyzed Enantioselective Alkene Diboration

Enantioselective alkene diboration is a valuable strategy for transforming unsaturated hydrocarbons into useful chiral building blocks.

Boronic Acid Esters

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

Contenido relacionado

Morken Group – Professor Product Portal

Chiral organoboronic esters are well known as versatile intermediates for chemical synthesis. Not only are these compounds stable under a variety of reaction conditions, they are generally non-toxic and can be transformed with minimal generation of hazardous waste.

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