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Synthesis 2016; 48(06): 917-923
DOI: 10.1055/s-0035-1561319
DOI: 10.1055/s-0035-1561319
paper
Synthesis of the C1–C13 Fragment of Mandelalide A
Further Information
Publication History
Received: 06 November 2015
Accepted after revision: 15 December 2015
Publication Date:
11 January 2016 (online)
Abstract
This communication describes the synthesis of the fully functionalized C1 to C13 segment (southern part) of highly potent cytotoxic marine natural product mandelalide A. Pd-catalyzed oxa-Michael cyclization followed by stereoselective reduction of the C7-ketone were carried out to construct the tetrahydropyran unit with required stereochemistry. The α,β-unsaturated ester moiety was constructed via cross-metathesis and the vinyl iodide was installed through modified Takai olefination.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1561319.
- Supporting Information
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