Abstract
The first total synthesis of the natural saturated α-pyrone pectinolide F has been accomplished from inexpensive, commercially available ( S )-ethyl lactate and but-3-yn-1-ol. The salient features of the synthesis are 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)–[bis(acetoxy)iodo]benzene oxidation, Sharpless asymmetric dihydroxylation, Grignard reaction, and partial hydrogenation of the triple bond.
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