Literature DB >> 25476132

Total synthesis of (±)-hippolachnin A.

Stefan A Ruider1, Tobias Sandmeier, Erick M Carreira.   

Abstract

The first total synthesis of the marine polyketide (±)-hippolachnin A has been achieved in nine linear steps and an overall yield of 9%. Rapid access to the oxacyclobutapentalene core structure was secured by strategic application of an ene cyclization.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  ene reaction; hippolachnin A; natural products; photochemistry; total synthesis

Mesh：

Substances：

Year:  2014        PMID： 25476132     DOI： 10.1002/anie.201410419

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  8 in total

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2.  Collaborative Total Synthesis: Routes to (±)-Hippolachnin A Enabled by Quadricyclane Cycloaddition and Late-Stage C-H Oxidation.

Authors:  Monica E McCallum; Christopher M Rasik; John L Wood; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2016-02-09       Impact factor: 15.419

3.  Divergent Total Syntheses of (-)-Pseudocopsinine and (-)-Minovincinine.

Authors:  Xianhuang Zeng; Vyom Shukla; Dale L Boger
Journal:  J Org Chem       Date:  2020-11-18       Impact factor: 4.354

4.  Mn-, Fe-, and Co-Catalyzed Radical Hydrofunctionalizations of Olefins.

Authors:  Steven W M Crossley; Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  Chem Rev       Date:  2016-07-27       Impact factor: 60.622

Review 5.  Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion.

Authors:  Alois Fürstner
Journal:  ACS Cent Sci       Date:  2016-10-27       Impact factor: 14.553

6.  Fe-Catalyzed C-C Bond Construction from Olefins via Radicals.

Authors:  Julian C Lo; Dongyoung Kim; Chung-Mao Pan; Jacob T Edwards; Yuki Yabe; Jinghan Gui; Tian Qin; Sara Gutiérrez; Jessica Giacoboni; Myles W Smith; Patrick L Holland; Phil S Baran
Journal:  J Am Chem Soc       Date:  2017-02-02       Impact factor: 15.419

7.  Cobalt bis(acetylacetonate)-tert-butyl hydroperoxide-triethylsilane: a general reagent combination for the Markovnikov-selective hydrofunctionalization of alkenes by hydrogen atom transfer.

Authors:  Xiaoshen Ma; Seth B Herzon
Journal:  Beilstein J Org Chem       Date:  2018-08-28       Impact factor: 2.883

8.  Total syntheses of spiroviolene and spirograterpene A: a structural reassignment with biosynthetic implications.

Authors:  Hyung Min Chi; Charles J F Cole; Pengfei Hu; Cooper A Taylor; Scott A Snyder
Journal:  Chem Sci       Date:  2020-09-30       Impact factor: 9.825
  8 in total

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