Literature DB >> 11700127

Highly stereoselective syntheses of five- and seven-membered ring heterocycles from ylides generated by catalytic reactions of styryldiazoacetates with aldehydes and imines.

M P Doyle1, W Hu, D J Timmons.   

Abstract

[reaction--see text] Styryldiazoacetates are effective reactants for ylide formation that results in the formation of dihydropyrroles and dihydroazepines with high stereocontrol and in high yields.

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Year:  2001        PMID： 11700127     DOI： 10.1021/ol016703i

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


  8 in total

1.  A Reactivity-Driven Approach to the Discovery and Development of Gold-Catalyzed Organic Reactions.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

2.  Rhodium-catalyzed enantioselective vinylogous addition of enol ethers to vinyldiazoacetates.

Authors:  Austin G Smith; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

3.  Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

Authors:  Lei Zhou; Michael P Doyle
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

4.  Divergent outcomes of carbene transfer reactions from dirhodium- and copper-based catalysts separately or in combination.

Authors:  Xinfang Xu; Wen-Hao Hu; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-06       Impact factor: 15.336

5.  Synthesis of azepines by a gold-catalyzed intermolecular [4 + 3]-annulation.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  J Am Chem Soc       Date:  2008-06-25       Impact factor: 15.419

6.  A Rh(II)-catalyzed highly stereoselective [3 + 2] annulation of vinyl diazoacetates with indole-2-carbaldehyde for the synthesis of indolyl dihydrofurans.

Authors:  Rimei Zheng; Aimin Xu; Jiawu Huang; Zhijing Zhang; Xinru Yin; Tianyuan Zhang; Wenhao Hu; Yu Qian
Journal:  Mol Divers       Date:  2022-01-20       Impact factor: 2.943

7.  Recent developments in gold-catalyzed cycloaddition reactions.

Authors:  Fernando López; José L Mascareñas
Journal:  Beilstein J Org Chem       Date:  2011-08-09       Impact factor: 2.883

Review 8.  Recent applications of the divinylcyclopropane-cycloheptadiene rearrangement in organic synthesis.

Authors:  Sebastian Krüger; Tanja Gaich
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883
  8 in total

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