Literature DB >> 10956526

The formal total synthesis of (+/-)-strychnine via a cobalt-mediated [2 + 2 + 2]cycloaddition.

M J Eichberg1, R L Dorta, K Lamottke, K P Vollhardt.   

Abstract

A short, highly convergent total synthesis of racemic isostrychnine, and thus strychnine, has been completed. The route involves 14 steps in the longest linear sequence and is highlighted by a cobalt-mediated [2 + 2 + 2]cycloaddition of an alkynylindole nucleus to acetylene.

Entities:  

Mesh：

Substances：

Year:  2000        PMID： 10956526     DOI： 10.1021/ol006131m

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


  5 in total

1.  Metallacycle-Mediated Cross-Coupling in Natural Product Synthesis.

Authors:  Natasha F O'Rourke; Matthew J Kier; Glenn C Micalizio
Journal:  Tetrahedron       Date:  2016-09-07       Impact factor: 2.457

2.  Total synthesis of (+/-)-strychnine via a [4 + 2]-cycloaddition/rearrangement cascade.

Authors:  Hongjun Zhang; Jutatip Boonsombat; Albert Padwa
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

Review 3.  Is there no end to the total syntheses of strychnine? Lessons learned in strategy and tactics in total synthesis.

Authors:  Jeffrey S Cannon; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-19       Impact factor: 15.336

4.  Histone deacetylase inhibitors through click chemistry.

Authors:  Jie Shen; Robert Woodward; James Patrick Kedenburg; Xianwei Liu; Min Chen; Lanyan Fang; Duxin Sun; Peng George Wang
Journal:  J Med Chem       Date:  2008-12-11       Impact factor: 7.446

5.  A cobalt complex of a microbial arene oxidation product.

Authors:  Dominic van der Waals; Thomas Pugh; Monika Ali Khan; Alan Jw Stewart; Andrew L Johnson; Simon E Lewis
Journal:  Chem Cent J       Date:  2011-12-07       Impact factor: 4.215
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.