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Synthesis 2014; 46(17): 2347-2352
DOI: 10.1055/s-0033-1339121
DOI: 10.1055/s-0033-1339121
paper
Total Synthesis of 4-Ketoclonostachydiol
Further Information
Publication History
Received: 21 February 2014
Accepted after revision: 23 April 2014
Publication Date:
12 June 2014 (online)
Abstract
A facile total synthesis of nonsymmetrical 14-membered macrocyclic bis-lactone, 4-ketoclonostachydiol has been demonstrated in a convergent approach. The synthetic strategy has been unambiguously successful towards incorporating all the three stereogenic centers present in the molecule with an overall yield of 0.9%. The key synthetic step includes MacMillan hydroxylation and Grubbs ring-closing metathesis reactions to furnish the core skeleton.
Key words
marine natural product - 14-membered macrocycle - clonostachydiol - Grubbs II catalyst - total synthesisSupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084.
- Supporting Information
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