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Synthesis 2018; 50(07): 1555-1559
DOI: 10.1055/s-0036-1591881
DOI: 10.1055/s-0036-1591881
paper
Direct and Stereoselective Iron-Catalyzed Amidation of Binor-S with Alkyl and Aryl Cyanides in Water
The work was financially supported by the Russian Foundation for Basic Research.Further Information
Publication History
Received: 10 November 2017
Accepted after revision: 01 December 2017
Publication Date:
11 January 2018 (online)
Abstract
The amidation of heptacyclo[8.4.0.02,12.03,8.04,6.05,9.011,13]tetradecane (binor-S) with aceto-, propio-, valero-, and benzonitrile was performed in the presence of water and FeCl3·6H2O as catalyst to give the corresponding 10-exo-amidohexacyclo[9.2.1.02,7.03,5.04,8.09,13]tetradecanes. Hydrolysis of 10-exo-acetamidohexacyclo[9.2.1.02,7.03,5.04,8.09,13]tetradecane with sodium hydroxide in n-butanol afforded 10-exo-aminohexacyclo[9.2.1.02,7.03,5.04,8.09,13]tetradecane in quantitative yield.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591881.
- Supporting Information
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