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A complete strategy: The total synthesis of discodermolide relies on the elaboration of syn–anti stereotriads linked to a Z-O-enecarbamate group, its direct transformation into the terminal Z diene, and stereocontrolled generation of the trisubstituted Z double bond by a dyotropic rearrangement (see scheme; OCb=N,N-diisopropylcarbamoyloxy). The synthesis was achieved in 21 steps with 1.6 % overall yield.
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Lemos et al. (2007) studied this question.
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