2015
DOI: 10.1007/978-3-319-20544-1_2
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Asymmetric Synthesis of the β-Methyl-Substituted Analogues of (+)-Tanikolide and (–)-Malyngolide

Abstract: The asymmetric synthesis of all 4 diastereomers of β-methyl analogues of the marine natural products (+)-tanikolide, which displays antifungal activity, and (−)-malyngolide, which displays antimicrobial activity, has been successfully carried out. The final two diastereomers were synthesised in this Ph.D. project in a 9-step synthesis in 24.9 and 10.8 % overall yields, respectively. Key steps in the synthetic route included Sharpless asymmetric epoxidation and ZrCl 4 -catalysed intramolecular acetalisation as … Show more

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