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Synlett 2013; 24(15): 1927-1930
DOI: 10.1055/s-0033-1338966
DOI: 10.1055/s-0033-1338966
letter
Efficient Synthesis of Functionalized Unsymmetrical Dialkyl Trisulfanes
Further Information
Publication History
Received: 22 May 2013
Accepted after revision: 27 June 2013
Publication Date:
09 August 2013 (online)


Abstract
We have developed a convenient method for the synthesis of functionalized unsymmetrical dialkyl trisulfanes under mild conditions in very good yields. The designed method is based on the reaction of (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)-disulfanyl derivatives with alkyl disulfanyl anions generated in situ from S-acetyl disulfanyl derivatives and sodium methoxide. The developed method allows for the preparation of unsymmetrical trisulfanes bearing additional hydroxyl, carboxyl, or amino functionalities on both sides of the trisulfane functionality.
Key words
unsymmetrical trisulfanes - thiols - hydrodisulfanes - S-acetyl alkyldisulfanes - phosphorodithioic acidSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information