4.8 Article

Asymmetric Total Synthesis of TAN-1085 Facilitated by Pd-Catalyzed Atroposelective C-H Olefination

期刊

ORGANIC LETTERS
卷 21, 期 9, 页码 3352-3356

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01099

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资金

  1. NSFC [21572201, 21772170]
  2. National Basic Research Program of China [2015CB856600]
  3. Fundamental Research Funds for the Central Universities [2018XZZX001-02]
  4. Zhejiang Provincial NSFC [LR17B020001]

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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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