Total Synthesis of Kavaratamides A-C and Unnatural Analogs

Kavaratamides AC 及其非天然类似物的全合成

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Abstract

Marine cyanobacteria are a rich source of structurally diverse compounds with biological activity. Herein, we report the total synthesis of kavaratamide A (1), a bioactive lipodepsipeptide isolated from Moorena bouillonii. The total synthesis of 1 required 16 steps, with a longest linear sequence of 9 steps, and an overall yield of 2.9%. Our convergent synthetic approach led to the efficient synthesis of kavaratamide A-C, C25-epi-kavaratamide A, and deoxy-kavaratamide A from a common intermediate providing a blueprint for facilitating rapid structure-activity relationship (SAR) studies.

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