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Updated: Aug 11, 2026

A Strategy for Sensitive, Large Scale Quantitative Metabolomics
Published on: May 27, 2014
Total Synthesis of (+)-Sarcophytin
Leonardo J Nannini1, Suren J Nemat1, Erick M Carreira1
1Laboratorium für Organische Chemie, ETH, Zurich, HCl H335, Vladimir-Prelog-Weg 3, 8093 Zürich, Switzerland.
Abstract:
A total synthesis of the cembranoid (+)-sarcophytin is presented, featuring a Diels-Alder cycloaddition of an enone as the dienophile with an ester-derived dienoate. The study highlights a peculiar geometric preference for the Z dienoate to furnish the cycloadduct. The endgame involves a reaction cascade, including lactone opening, alcohol oxidation, and ketone epimerization to complete an efficient synthesis. A salient feature of the synthesis is the resulting reassignment of the absolute configuration, which corrects the previously reported nominal structure.
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