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Asymmetric total synthesis of TAN-1085 via Pd-catalyzed atroposelective C-H olefination is described. This synthesis features the gram-scale construction of axially chiral biaryls in an enantiopure form employing the readily available l -tert-leucine as the chiral transient auxiliary. The synthetic approach might provide a unified strategy for the total synthesis of natural products containing trans-9,10-dihydrophenanthrene-9,10-diol motifs.
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Fan et al. (2019) studied this question.
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