01374nas a2200157   4500008004100000245009100041210006900132260000800201300001600209490000700225520080000232100002301032700002201055700002201077856011701099       2025                        eng d00aAchmatowicz rearrangement-enabled unified total syntheses of (+)-passifetilactones A-C0 aAchmatowicz rearrangementenabled unified total syntheses of pass  cOCT  a39919-399300 v153 a<p>
	In this manuscript, we report the enantio- and diastereoselective total synthesis of three cytotoxic 2-pyrone-derived natural products passifetilactones A-C. Our strategy leverages a unified synthetic approach that originates from simple furan-based building blocks. Key transformations include the Corey-Bakshi-Shibata (CBS) reduction to access chiral furan-derived alcohol, NBS-mediated Achmatowicz rearrangement to construct the alpha-hydroxy-delta-pyrone core, followed by a highly stereoselective, iridium-catalyzed dynamic kinetic intramolecular redox isomerization to access the delta-hydroxy-alpha-pyrone framework. This streamlined route enables efficient access to passifetilactones A, B, and C in 13, 5, and 8 steps, with overall yields of 12%, 54%, and 37%, respectively.</p>
1 aVerma, Aman, Kumar1 aJeddi, Dharmaraju1 aKontham, Ravindar  uhttps://library.ncl.res.in/content/achmatowicz-rearrangement-enabled-unified-total-syntheses-passifetilactones-c