Total Synthesis of Spirastrellolide F Methyl Ester—Part 2: Macrocyclization and Completion of the Synthesis

Integrated approaches to the configurational assignment of marine natural products

“…Several fragment syntheses of 141 have been reported by De Brabander, clxxviii Forsyth, clxxix Paterson, clxxx Hsung, clxxxi Furstner, clxxxii , Smith, clxxxiii and Phillips. clxxxiv Total syntheses of spirastrellolide A methyl ester and spirastrellolide F methyl ester have been accomplished by the Paterson clxxxv and Furstner clxxxvi groups, respectively.…”

Update 1 of: Macrolactonizations in the Total Synthesis of Natural Products

“…To date, the Yamaguchi protocol and variations have been used in more than 340 synthetic applications, including eightmembered lactones 257−259 such as topsentolide A1 260 and solandelactone E; 261−263 nine-membered halicholactone 264 519 and epilachnene and congeners. 520 Some of these applications are illustrated in Figure 9.…”

Synthesis and Biological Evaluation of the Southern Hemisphere of Spirastrellolide A and Analogues

“…Protein phosphatases are recognized as potential targets in drug discovery for Parkinson’s disease, Alzheimer’s disease, and specifically tumor suppressors for blood cancers. − Due to these features, spirastrellolide is potentially a lead compound for anticancer therapeutics. This activity has inspired a significant amount of interest from the synthetic community resulting in elegant total syntheses − and synthetic strategies toward this natural product. − Despite its potency, a comprehensive biological evaluation of spirastrellolide A has not been undertaken, perhaps due to limited supplies from these studies or from natural sources. , Inspired by the eribulin work, we envisioned that SAR studies on simplified analogues of the marine macrolide spirastrellolide A might help identify the pharmacophore.…”