In:
Angewandte Chemie, Wiley, Vol. 134, No. 38 ( 2022-09-19)
Abstract:
Highly selective and direct electroreductive ring‐opening carboxylation of epoxides with CO 2 in an undivided cell is reported. This reaction shows broad substrate scopes within styrene oxides under mild conditions, providing practical and scalable access to important synthetic intermediate β ‐hydroxy acids. Mechanistic studies show that CO 2 functions not only as a carboxylative reagent in this reaction but also as a promoter to enable efficient and chemoselective transformation of epoxides under additive‐free electrochemical conditions. Cathodically generated α ‐radical and α ‐carbanion intermediates lead to the regioselective formation of α ‐carboxylation products.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v134.38
DOI:
10.1002/ange.202207660
Language:
English
Publisher:
Wiley
Publication Date:
2022
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514305-6
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505872-7
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1479266-7
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