CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions

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Standard

CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions. / Juhl, Martin; Petersen, Allan R.; Lee, Ji-Woong.

I: Chemistry: A European Journal, Bind 27, Nr. 1, 2021, s. 228-232.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Juhl, M, Petersen, AR & Lee, J-W 2021, 'CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions', Chemistry: A European Journal, bind 27, nr. 1, s. 228-232. https://doi.org/10.1002/chem.202003623

APA

Juhl, M., Petersen, A. R., & Lee, J-W. (2021). CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions. Chemistry: A European Journal, 27(1), 228-232. https://doi.org/10.1002/chem.202003623

Vancouver

Juhl M, Petersen AR, Lee J-W. CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions. Chemistry: A European Journal. 2021;27(1):228-232. https://doi.org/10.1002/chem.202003623

Author

Juhl, Martin ; Petersen, Allan R. ; Lee, Ji-Woong. / CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions. I: Chemistry: A European Journal. 2021 ; Bind 27, Nr. 1. s. 228-232.

Bibtex

@article{0ac4f8781a074c5c9a424df4f0739999,
title = "CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions",
abstract = "Abstract Thermodynamic and kinetic control of a chemical process is the key to access desired products and states. Changes are made when a desired product is not accessible; one may manipulate the reaction with additional reagents, catalysts and/or protecting groups. Here we report the use of carbon dioxide to accelerate cyanohydrin synthesis under neutral conditions with an insoluble cyanide source (KCN) without generating toxic HCN. Under inert atmosphere, the reaction is essentially not operative due to the unfavored equilibrium. The utility of CO2-mediated selective cyanohydrin synthesis was further showcased by broadening Kiliani?Fischer synthesis under neutral conditions. This protocol offers an easy access to a variety of polyols, cyanohydrins, linear alkylnitriles, by simply starting from alkyl- and arylaldehydes, KCN and an atmospheric pressure of CO2.",
keywords = "carbon dioxide, cyanohydrins, elongation, homologation, xanthate",
author = "Martin Juhl and Petersen, {Allan R.} and Ji-Woong Lee",
note = "A previous version of this manuscript has been deposited on a preprint server (https://doi.org/10.26434/chemrxiv.12652361.v1).",
year = "2021",
doi = "10.1002/chem.202003623",
language = "English",
volume = "27",
pages = "228--232",
journal = "Chemistry: A European Journal",
issn = "0947-6539",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "1",

}

RIS

TY - JOUR

T1 - CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions

AU - Juhl, Martin

AU - Petersen, Allan R.

AU - Lee, Ji-Woong

N1 - A previous version of this manuscript has been deposited on a preprint server (https://doi.org/10.26434/chemrxiv.12652361.v1).

PY - 2021

Y1 - 2021

N2 - Abstract Thermodynamic and kinetic control of a chemical process is the key to access desired products and states. Changes are made when a desired product is not accessible; one may manipulate the reaction with additional reagents, catalysts and/or protecting groups. Here we report the use of carbon dioxide to accelerate cyanohydrin synthesis under neutral conditions with an insoluble cyanide source (KCN) without generating toxic HCN. Under inert atmosphere, the reaction is essentially not operative due to the unfavored equilibrium. The utility of CO2-mediated selective cyanohydrin synthesis was further showcased by broadening Kiliani?Fischer synthesis under neutral conditions. This protocol offers an easy access to a variety of polyols, cyanohydrins, linear alkylnitriles, by simply starting from alkyl- and arylaldehydes, KCN and an atmospheric pressure of CO2.

AB - Abstract Thermodynamic and kinetic control of a chemical process is the key to access desired products and states. Changes are made when a desired product is not accessible; one may manipulate the reaction with additional reagents, catalysts and/or protecting groups. Here we report the use of carbon dioxide to accelerate cyanohydrin synthesis under neutral conditions with an insoluble cyanide source (KCN) without generating toxic HCN. Under inert atmosphere, the reaction is essentially not operative due to the unfavored equilibrium. The utility of CO2-mediated selective cyanohydrin synthesis was further showcased by broadening Kiliani?Fischer synthesis under neutral conditions. This protocol offers an easy access to a variety of polyols, cyanohydrins, linear alkylnitriles, by simply starting from alkyl- and arylaldehydes, KCN and an atmospheric pressure of CO2.

KW - carbon dioxide

KW - cyanohydrins

KW - elongation

KW - homologation

KW - xanthate

U2 - 10.1002/chem.202003623

DO - 10.1002/chem.202003623

M3 - Journal article

C2 - 32812672

VL - 27

SP - 228

EP - 232

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

SN - 0947-6539

IS - 1

ER -

ID: 261045071