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Synthesis 2018; 50(06): 1343-1349
DOI: 10.1055/s-0036-1589162
DOI: 10.1055/s-0036-1589162
paper
Trimethylphosphine-Promoted Alcoholysis of α,β-Unsaturated Imides and α,β-Unsaturated Esters
The authors are grateful for financial support from the Kurata Memorial Hitachi Science and Technology Foundation, the Naito Foundation, and the Sumitomo Foundation.Further Information
Publication History
Received: 10 November 2017
Accepted after revision: 06 December 2017
Publication Date:
16 January 2018 (online)
Abstract
α,β-Unsaturated imides and α,β-unsaturated esters were found to undergo alcoholysis in the presence of trimethylphosphine. The reaction is initiated by nucleophilic addition of trimethylphosphine to the double bond of the α,β-unsaturated carbonyl compound. Saturated imides also undergo the alcoholysis in the presence of the corresponding α,β-unsaturated imide.
Key words
trimethylphosphine - conjugate addition - alcoholysis - transesterification - unsaturated imides - unsaturated estersSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1589162.
- Supporting Information
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