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Synthesis 2014; 46(13): 1757-1764
DOI: 10.1055/s-0033-1341231
DOI: 10.1055/s-0033-1341231
paper
The First Total Synthesis of Pectinolide F
Further Information
Publication History
Received: 30 January 2014
Accepted after revision: 24 March 2014
Publication Date:
14 May 2014 (online)
Abstract
The first total synthesis of the natural saturated α-pyrone pectinolide F has been accomplished from inexpensive, commercially available (S)-ethyl lactate and but-3-yn-1-ol. The salient features of the synthesis are 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)–[bis(acetoxy)iodo]benzene oxidation, Sharpless asymmetric dihydroxylation, Grignard reaction, and partial hydrogenation of the triple bond.
Supporting 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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