An efficient, highly convergent, stereocontrolled total synthesis of the potent antimitotic agent (+)-discodermolide (1) has been achieved on gram scale. Key elements of the successful strategy include (1)
elaboration of three advanced fragments from a common precursor (CP) which embodies the repeating
stereochemical triad of the discodermolide backbone, (2) σ-bond installation of the Z trisubstituted olefin,
exploiting a modified Negishi cross-coupling reaction, (3) synthesis of a late-stage phosphonium salt utilizing
high pressure, and (4) Wittig installation of the Z disubstituted olefin and the terminal (Z)-diene.
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