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Synthesis 2013; 45(5): 609-614
DOI: 10.1055/s-0032-1316855
DOI: 10.1055/s-0032-1316855
paper
Iron(III)-Catalyzed Dehydration C(sp2)–C(sp2) Coupling of Tertiary Propargyl Alcohols and α-Oxo Ketene Dithioacetals: A New Route to gem-Bis(alkylthio)-Substituted Vinylallenes
Further Information
Publication History
Received: 09 January 2013
Accepted after revision: 23 January 2013
Publication Date:
06 February 2013 (online)
Abstract
A new and efficient synthetic approach to [gem-bis(alkylthio)vinyl]allenes has been developed involving iron(III)-catalyzed dehydration C(sp2)–C(sp2) coupling of tertiary propargyl alcohols and α-oxo ketene dithioacetals, affording a variety of [gem-bis(alkylthio)vinyl]allenes in good to excellent yields.
Key words
iron catalysis - tertiary propargyl alcohols - α-oxo ketene dithioacetals - allenic carbocation - [gem-bis(alkylthio)vinyl]allenesSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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