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Vitamin B 12 -Photocatalyzed Cyclopropanation of Electron-Deficient Alkenes Using Dichloromethane as the Methylene Source
The cyclopropyl group is of great importance in medicinal chemistry, as it can be leveraged to influence a range of pharmaceutical properties in drug molecules. This report describes a Vitamin B -photocatalyzed approach for the cyclopropanation of electron-deficient alkenes using dichloromethane (CH...
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Published in: | Angewandte Chemie International Edition 2024-01, Vol.63 (2), p.e202316064 |
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creator | Teye-Kau, John Hayford G Ayodele, Mayokun J Pitre, Spencer P |
description | The cyclopropyl group is of great importance in medicinal chemistry, as it can be leveraged to influence a range of pharmaceutical properties in drug molecules. This report describes a Vitamin B
-photocatalyzed approach for the cyclopropanation of electron-deficient alkenes using dichloromethane (CH
Cl
) as the methylene source. The reaction proceeds in good to excellent yields under mild conditions, has excellent functional group compatibility, and is highly chemoselective. The scope could also be extended to the preparation of D
-cyclopropyl and methyl-substituted cyclopropyl adducts starting from CD
Cl
and 1,1-dichloroethane, respectively. |
doi_str_mv | 10.1002/anie.202316064 |
format | article |
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-photocatalyzed approach for the cyclopropanation of electron-deficient alkenes using dichloromethane (CH
Cl
) as the methylene source. The reaction proceeds in good to excellent yields under mild conditions, has excellent functional group compatibility, and is highly chemoselective. The scope could also be extended to the preparation of D
-cyclopropyl and methyl-substituted cyclopropyl adducts starting from CD
Cl
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-photocatalyzed approach for the cyclopropanation of electron-deficient alkenes using dichloromethane (CH
Cl
) as the methylene source. The reaction proceeds in good to excellent yields under mild conditions, has excellent functional group compatibility, and is highly chemoselective. The scope could also be extended to the preparation of D
-cyclopropyl and methyl-substituted cyclopropyl adducts starting from CD
Cl
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-photocatalyzed approach for the cyclopropanation of electron-deficient alkenes using dichloromethane (CH
Cl
) as the methylene source. The reaction proceeds in good to excellent yields under mild conditions, has excellent functional group compatibility, and is highly chemoselective. The scope could also be extended to the preparation of D
-cyclopropyl and methyl-substituted cyclopropyl adducts starting from CD
Cl
and 1,1-dichloroethane, respectively.</abstract><cop>Germany</cop><pmid>38015966</pmid><doi>10.1002/anie.202316064</doi><orcidid>https://orcid.org/0000-0002-7954-5403</orcidid><orcidid>https://orcid.org/0000-0001-6161-7133</orcidid><orcidid>https://orcid.org/0009-0000-3989-7503</orcidid></addata></record> |
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title | Vitamin B 12 -Photocatalyzed Cyclopropanation of Electron-Deficient Alkenes Using Dichloromethane as the Methylene Source |
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