Literature DB >> 21619047

A stereoselective oxidative polycyclization process mediated by a hypervalent iodine reagent.

Samuel Desjardins1, Jean-Christophe Andrez, Sylvain Canesi.   

Abstract

Activation of phenol derivatives with a hypervalent iodine reagent promotes the formation of bicyclic and tricyclic products via a cationic cyclization process. The method allows efficient one-step syntheses of scaffolds present in several natural products and occurs with total stereocontrol, governed by 1,3 allylic strain interactions and by the configuration of the side chain double bonds.

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Year:  2011        PMID： 21619047     DOI： 10.1021/ol201149u

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


  4 in total

1.  Intercepting Wacker intermediates with arenes: C-H functionalization and dearomatization.

Authors:  Bryan S Matsuura; Allison G Condie; Ian A McBee; Ryan C Buff; Gregory J Karahalis; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

2.  Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxo-butanamides to 2,2-dihalo-N-phenylacetamides.

Authors:  Wei-Bing Liu; Cui Chen; Qing Zhang; Zhi-Bo Zhu
Journal:  Beilstein J Org Chem       Date:  2012-03-07       Impact factor: 2.883

Review 3.  Total synthesis of natural products using hypervalent iodine reagents.

Authors:  Gaëtan Maertens; Chloé L'Homme; Sylvain Canesi
Journal:  Front Chem       Date:  2015-01-05       Impact factor: 5.221

4.  Convenient Synthesis of 6,7,12,13-Tetrahydro-5H-Cyclohepta[2,1-b:3,4-b']diindole Derivatives Mediated by Hypervalent Iodine (III) Reagent.

Authors:  Lei Peng; Xiaofei Zhang; Chunhao Yang
Journal:  Molecules       Date:  2019-03-08       Impact factor: 4.411
  4 in total

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