ChemInform Abstract: Organic Synthesis Using Haloboration Reaction. Part 21. A Synthesis of Prostaglandin B1 Methyl Ester by the Stepwise Cross-Coupling Reaction Using (E)-(2-Bromoethenyl)diisopropoxyborane.

ChemInform ◽  
2010 ◽  
Vol 23 (48) ◽  
pp. no-no
Author(s):  
S. HYUGA ◽  
S. HARA ◽  
A. SUZUKI
Keyword(s):  
Methyl Ester ◽  
Organic Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

scholarly journals Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesis

Tetrahedron ◽  
2002 ◽  
Vol 58 (48) ◽  
pp. 9633-9695 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Kakali Lahiri ◽  
Dhurke Kashinath
Keyword(s):  
Organic Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

scholarly journals Asymmetric benzylic C(sp3)−H acylation via dual nickel and photoredox catalysis

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Leitao Huan ◽  
Xiaomin Shu ◽  
Weisai Zu ◽  
De Zhong ◽  
Haohua Huo
Keyword(s):  
Carboxylic Acids ◽  
Organic Synthesis ◽  
Late Stage ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Photoredox Catalysis ◽  
Mechanistic Studies ◽  
Cross Coupling Reaction ◽  
Aryl Ketones ◽  
Alkyl Benzenes

AbstractAsymmetric C(sp3)−H functionalization is a persistent challenge in organic synthesis. Here, we report an asymmetric benzylic C−H acylation of alkylarenes employing carboxylic acids as acyl surrogates for the synthesis of α-aryl ketones via nickel and photoredox dual catalysis. This mild yet straightforward protocol transforms a diverse array of feedstock carboxylic acids and simple alkyl benzenes into highly valuable α-aryl ketones with high enantioselectivities. The utility of this method is showcased in the gram-scale synthesis and late-stage modification of medicinally relevant molecules. Mechanistic studies suggest a photocatalytically generated bromine radical can perform benzylic C−H cleavage to activate alkylarenes as nucleophilic coupling partners which can then engage in a nickel-catalyzed asymmetric acyl cross-coupling reaction. This bromine-radical-mediated C−H activation strategy can be also applied to the enantioselective coupling of alkylarenes with chloroformate for the synthesis of chiral α-aryl esters.

scholarly journals Recent Applications of the Suzuki—Miyaura Cross-Coupling Reaction in Organic Synthesis

ChemInform ◽  
2003 ◽  
Vol 34 (9) ◽  
Author(s):  
Sambasivarao Kotha ◽  
Kakali Lahiri ◽  
Dhurke Kashinath
Keyword(s):  
Organic Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

Suzuki–Miyaura cross coupling reaction: recent advancements in catalysis and organic synthesis

2021 ◽  
Author(s):  
Brijesh S. Kadu
Keyword(s):  
Organic Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

Suzuki–Miyaura cross coupling reaction (SMCR) – A milestone in the synthesis of C–C coupled compounds.

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