Asymmetric Synthesis of the C1–C16 Segment of Lasonolide A

A Concise Synthesis of (−)-Lasonolide A

“…This screen confirmed that lasonolide A was highly potent toward a broad range of cancer cell lines and that this cytotoxicity stemmed from a unique mechanism of action, which still has not been fully elucidated . Due to its scarcity from its natural source and its unique mechanism of action, numerous synthetic studies have been directed toward the lasonolides. − These efforts have led to four successful total syntheses of lasonolide A. − Despite these efforts, research into the molecule’s pharmacology has been hampered due to the extremely limited availability of the sponge and difficulty in performing lengthy chemical syntheses . These aspects make a compelling case for the evolution of a more step and atom economic synthesis of lasonolide.…”

Enantioselective Total Synthesis of Macrolide Antitumor Agent (−)-Lasonolide A

“…Lasonolide A's structural features as well as its potent antitumor activities attracted considerable synthetic interest. Thus far, three total syntheses − and a number of synthetic studies on both tetrahydropyran rings have been reported. Herein we report an enantioselective total synthesis of (−)-lasonolide A ( 1 ).…”

Photoresponsive Supramolecular Systems: Self‐Assembly of Azodibenzoic Acid Linear Tapes and Cyclic Tetramers

“…A further option has been developed in the synthesis of the Southern segment of lasonolide A C1−C16 and is adumbrated in Scheme . After oxidative cleavage either one silylated hydroxy ester [step v(1)] or the constitutional isomer [step v(2)] with interchanged ester and hydroxy functionality have been prepared 38, 40…”