28228-78-6 Usage
Description
(2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is a chemical compound that features a phosphonium group bonded to a furan ring. (2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is characterized by its stability and reactivity, which are attributed to the presence of three phenyl rings in the phosphonium group. Its unique structure and properties render it a valuable reagent in the realm of organic synthesis.
Uses
Used in Organic Synthesis:
(2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is utilized as a catalyst in various organic synthesis reactions. Its role as a catalyst is crucial for facilitating a range of chemical transformations, thereby enhancing the efficiency and selectivity of these reactions.
Used in Asymmetric Hydrogenation:
In the field of asymmetric hydrogenation, (2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is employed as a catalyst to achieve enantioselective reductions. This application is particularly important for the production of chiral compounds, which are essential in the pharmaceutical and agrochemical industries.
Used in Asymmetric Cycloaddition:
(2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium also serves as a catalyst in asymmetric cycloaddition reactions. This allows for the selective formation of specific cyclic products, which is vital for the synthesis of complex organic molecules with potential applications in various industries.
Used in Asymmetric Diels-Alder Reactions:
Furthermore, (2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is used as a catalyst in asymmetric Diels-Alder reactions. This enables chemists to selectively construct chiral products with high enantioselectivity, which is crucial for the development of biologically active compounds and pharmaceuticals.
Used in the Pharmaceutical Industry:
(2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is used as a catalyst for the synthesis of complex organic molecules in the pharmaceutical industry. Its ability to facilitate enantioselective reactions is particularly valuable for the production of chiral drugs, which often exhibit superior efficacy and reduced side effects compared to their racemic counterparts.
Used in the Agrochemical Industry:
Similarly, in the agrochemical industry, (2-oxotetrahydrofuran-3-yl)(triphenyl)phosphonium is used as a catalyst for the synthesis of chiral agrochemicals. The enantioselective production of these compounds can lead to more effective and environmentally friendly pesticides and herbicides.
Check Digit Verification of cas no
The CAS Registry Mumber 28228-78-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,2,2 and 8 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 28228-78:
(7*2)+(6*8)+(5*2)+(4*2)+(3*8)+(2*7)+(1*8)=126
126 % 10 = 6
So 28228-78-6 is a valid CAS Registry Number.
28228-78-6Relevant articles and documents
Selective Construction of C?C and C=C Bonds by Manganese Catalyzed Coupling of Alcohols with Phosphorus Ylides
Liu, Xin,Werner, Thomas
supporting information, p. 1096 - 1104 (2020/12/31)
Herein, we report the manganese catalyzed coupling of alcohols with phosphorus ylides. The selectivity in the coupling of primary alcohols with phosphorus ylides to form carbon-carbon single (C?C) and carbon-carbon double (C=C) bonds can be controlled by the ligands. In the conversion of more challenging secondary alcohols with phosphorus ylides the selectivity towards the formation of C?C vs. C=C bonds can be controlled by the reaction conditions, namely the amount of base. The scope and limitations of the coupling reactions were thoroughly evaluated by the conversion of 21 alcohols and 15 ylides. Notably, compared to existing methods, which are based on precious metal complexes as catalysts, the present catalytic system is based on earth abundant manganese catalysts. The reaction can also be performed in a sequential one-pot reaction generating the phosphorus ylide in situ followed manganese catalyzed C?C and C=C bond formation. Mechanistic studies suggest that the C?C bond was generated via a borrowing hydrogen pathway and the C=C bond formation followed an acceptorless dehydrogenative coupling pathway. (Figure presented.).
