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Synthesis 2024; 56(09): 1393-1400
DOI: 10.1055/a-2240-5349
DOI: 10.1055/a-2240-5349
paper
Copper-Catalyzed Enantioselective Radical Esterification of Propargylic C–H Bonds
This work was supported by the National Natural Science Foundation of China (22225107, 22301302, 22001251) and the China Postdoctoral Science Foundation (2023M733500, BX20230366).
Abstract
The copper-catalyzed enantioselective radical esterification of propargylic C–H bonds with tert-butyl peroxybenzoate (TBPB) as an oxidizing agent and an oxygenated nucleophile is reported. This variant of the Kharasch–Sosnovsky oxidation allows for the asymmetric esterification of open-chain carbon radicals without excessive amounts of alkyne substrates under mild reaction conditions, achieving a one-step conversion of simple alkynes into chiral propargylic esters.
Key words
enantioselective esterification - propargylic - Kharasch–Sosnovsky oxidation - copper catalysis - radicalSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2240-5349.
- Supporting Information
Publication History
Received: 12 December 2023
Accepted after revision: 08 January 2024
Accepted Manuscript online:
08 January 2024
Article published online:
08 February 2024
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