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Synthesis 2014; 46(16): 2161-2167
DOI: 10.1055/s-0033-1341204
DOI: 10.1055/s-0033-1341204
special topic
Highly Diastereoselective Synthesis of Cyclopentenones via a One-Pot Gold Catalysis, Nazarov Cyclization and Alkylation Cascade
Further Information
Publication History
Received: 18 February 2014
Accepted: 21 March 2014
Publication Date:
09 April 2014 (online)
Abstract
Starting from readily available propargylic carboxylates, three sequential transformations [gold-catalyzed tandem reaction, scandium(III) trifluoromethanesulfonate catalyzed Nazarov cyclization, alkylation reaction] in a one-pot process led to the formation of cyclopentenone derivatives in excellent diastereoselectivities and moderate to good overall yields.
Key words
gold catalysis - Nazarov cyclization - alkylation reaction - one-pot cascade - Lewis acidsSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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