Literature DB >> 31008617

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

Jun Fan1, Qi-Jun Yao1, Yan-Hua Liu1, Gang Liao1, Shuo Zhang1, Bing-Feng Shi1.   

Abstract

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.

Entities:  

Year:  2019        PMID: 31008617     DOI: 10.1021/acs.orglett.9b01099

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Advancing the Logic of Chemical Synthesis: C-H Activation as Strategic and Tactical Disconnections for C-C Bond Construction.

Authors:  Nelson Y S Lam; Kevin Wu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-04       Impact factor: 16.823

2.  Thioether-enabled palladium-catalyzed atroposelective C-H olefination for N-C and C-C axial chirality.

Authors:  Yanjun Li; Yan-Cheng Liou; Xinran Chen; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-03-10       Impact factor: 9.825

  2 in total

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