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Publication

From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate

Qian Wang, Jieping Zhu, Guanyinsheng Qiu, Sheng-Cai Zheng, David Savary
2018
Journal Articles

Abstract

A palladium-catalyzed 1,1-carbocyanation of allyl carbonate by alpha-quaternary alpha-isocyanoacetate was developed. Formation of ketenimine followed by homolysis of the C-N bond and recombination of the resulting caged radical pair was proposed to account for the formation of the unusual coupling product, the beta-cyano-gamma,delta-unsaturated ester. (C) 2018 Elsevier Ltd. All rights reserved.

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https://infoscience.epfl.ch/entities/publication/aa322741-3ec4-43df-bbc4-6770c5b80b5f

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Qian Wang, Jieping Zhu, Guanyinsheng Qiu, Sheng-Cai Zheng, David Savary
2018
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/aa322741-3ec4-43df-bbc4-6770c5b80b5f

About this result

Related concepts (19)

Palladium

Palladium is a chemical element with the symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1803 by the English chemist William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired by her when she slew Pallas. Palladium, platinum, rhodium, ruthenium, iridium and osmium form a group of elements referred to as the platinum group metals (PGMs).

Fatty acid desaturase

Fatty acid desaturases (also called unsaturases) are a family of enzymes that convert saturated fatty acids into unsaturated fatty acids and polyunsaturated fatty acids. For the common fatty acids of the C18 variety, desaturases convert stearic acid into oleic acid. Other desaturases convert oleic acid into linolenic acid, which is the precursor to alpha-linolenic acid, gamma-linolenic acid, and eicosatrienoic acid. Two subgroups of desaturases are recognized: Delta - indicating that the double bond is created at a fixed position from the carboxyl end of a fatty acid chain.

Fatty acid

In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, from 4 to 28. Fatty acids are a major component of the lipids (up to 70% by weight) in some species such as microalgae but in some other organisms are not found in their standalone form, but instead exist as three main classes of esters: triglycerides, phospholipids, and cholesteryl esters.

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From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate

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