Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 44, Pages 6057-6070Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202101104
Keywords
Cross-coupling Reactions; Depsipeptides; Macrolactamization; Marine Natural Products; Total Synthesis
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In the synthesis of cyclodepsipeptide natural product alotamide A, intramolecular Csp(2)-Csp(2) Stille cross-coupling and macrolactam formation were identified as reliable protocols for constructing the alotamide A skeleton.
Several approaches to the synthesis of cyclodepsipeptide natural product alotamide A are described, eventually affording a very advanced N-demethylated analogue of the targeted natural product. The difficulties found in our endeavors on the synthesis of alotamide A have allowed us to gather some valuable information regarding the most convenient synthetic step for each key transformation. The intramolecular Csp(2)-Csp(2) Stille cross-coupling and the macrolactam formation were found to be reliable protocols for the final construction of the alotamide A skeleton.
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