The first total synthesis of (+)-tetronomycin (1), a novel tetronic acid ionophore antibiotic, has been achieved through the synthesis and assemblage of the four cyclic segments 4,5,7, and 8. Construction of the C5-C13 cyclohexyl portion 5 involves as the key step either a Beckmann fragmentation of the bicyclic ketone oxime 45 or an L-Selectride-mediated reductive annulation of the nona-2,7-dienoate 53. The C14-C28 polyether fragment 6 was constructed by a BF3-catalyzed coupling reaction of the Cu-C22 allylsilane 7 and the C^-Cjg tetrahydrofuran
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