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Synlett 2012; 23(10): 1485-1488
DOI: 10.1055/s-0031-1290678
DOI: 10.1055/s-0031-1290678
letter
A Concise Asymmetric Synthesis of (–)-Virolin, (–)-Surinamensin, (–)-Raphidecursinol B and (–)-Polysphorin
Further Information
Publication History
Received: 14 March 2012
Accepted: 03 April 2012
Publication Date:
29 May 2012 (online)
Abstract
Highly concise and general asymmetric syntheses of biologically important natural (–)-8,4′-oxyneolignans [(–)-virolin, (–)-surinamensin, (–)-raphidecursinol B, and (–)-polysphorin] are reported. The key step in the synthesis is the Evan’s syn-aldol reaction to achieve the adducts with the desired stereochemistry. The four biologically important plant metabolites were synthesized using two common intermediates.
Key words
asymmetric synthesis - chiral auxiliary - aldol reaction - natural products - oxyneolignansSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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