Literature DB >> 20383272

Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles.

Puhui Li1, Max M Majireck, Jason A Witek, Steven M Weinreb.   

Abstract

A diverse array of nitrosoalkenes derived from both acyclic and cyclic ketones, as well as aldehydes, via the Denmark protocol using alpha-chloro-O-TBS-oximes can be trapped efficiently in situ by a wide variety of potassium ester enolates to afford conjugate addition products in good yields.

Entities:  

Year:  2010        PMID： 20383272      PMCID： PMC2850119          DOI： 10.1016/j.tetlet.2010.02.050

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  1 in total

1.  Construction of bridged and fused ring systems via intramolecular Michael reactions of vinylnitroso compounds.

Authors:  Ilia Korboukh; Praveen Kumar; Steven M Weinreb
Journal:  J Am Chem Soc       Date:  2007-08-03       Impact factor: 15.419
  1 in total
  6 in total

1.  An expedient reductive method for conversion of ketoximes to the corresponding carbonyl compounds.

Authors:  Max M Majireck; Jason A Witek; Steven M Weinreb
Journal:  Tetrahedron Lett       Date:  2010-07-01       Impact factor: 2.415

2.  Further studies of intramolecular Michael reactions of nitrosoalkenes for construction of functionalized bridged ring systems.

Authors:  Praveen Kumar; Puhui Li; Ilia Korboukh; Tony L Wang; Hemant Yennawar; Steven M Weinreb
Journal:  J Org Chem       Date:  2011-02-28       Impact factor: 4.354

3.  Stereochemical investigation of conjugate additions of carbon- and heteronucleophiles to ring-substituted nitrosocyclohexenes.

Authors:  Ritobroto Sengupta; Jason A Witek; Steven M Weinreb
Journal:  Tetrahedron       Date:  2011-10-28       Impact factor: 2.457

4.  Total syntheses of the monoterpene indole alkaloids (±)-alstilobanine A and E and (±)-angustilodine.

Authors:  Yiqing Feng; Max M Majireck; Steven M Weinreb
Journal:  J Org Chem       Date:  2013-12-12       Impact factor: 4.354

5.  Investigation of the stereochemistry of intermolecular conjugate additions of nucleophiles to acyclic nitrosoalkenes.

Authors:  Jason A Witek; Steven M Weinreb
Journal:  Org Lett       Date:  2011-02-04       Impact factor: 6.005

Review 6.  Conjugated nitrosoalkenes as Michael acceptors in carbon-carbon bond forming reactions: a review and perspective.

Authors:  Yaroslav Dmitrievich Boyko; Valentin Sergeevich Dorokhov; Alexey Yu Sukhorukov; Sema Leibovich Ioffe
Journal:  Beilstein J Org Chem       Date:  2017-10-23       Impact factor: 2.883
  6 in total

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