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Synthesis 2019; 51(10): 2214-2220
DOI: 10.1055/s-0037-1612249
DOI: 10.1055/s-0037-1612249
paper
Facile Synthesis of Hydroxy-Substituted Thiacrown Ethers via Nucleophilic Ring Opening of Epoxides
Authors acknowledge financial support from National Science Center in Cracow (Poland) (Preludium 9 Grant No. UMO-2015/17/N/ST5/03028).Further Information
Publication History
Received: 05 December 2018
Accepted after revision: 21 January 2019
Publication Date:
25 February 2019 (online)
Abstract
The title thiacrown ethers were prepared in a one-step procedure to give a series of unique macrocycles possessing two unsubstituted hydroxy groups that can be easily functionalized. In addition, epoxides and macrocycles derived from Cookson’s birdcage diketone, were prepared. The nucleophilic ring opening of epoxides synthesis can be classified in the frame of click chemistry. Surprisingly, some of the prepared allyl substituted polyglycols as well as bis-epoxides, especially sulfur analogues, were prepared for the first time.
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