Literature DB >> 21294528

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

Jason A Witek1, Steven M Weinreb.   

Abstract

Michael-type conjugate additions of γ-chiral aldehyde-derived acyclic nitrosoalkenes have been explored using a series of carbon and hetero nucleophiles. In all cases examined, these reactions are stereoselective, leading exclusively to the anti products.

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Year:  2011        PMID： 21294528      PMCID： PMC3046371          DOI： 10.1021/ol2000793

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


  7 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

2.  Nucleophilic α-arylation and α-alkylation of ketones by polarity inversion of N-alkoxyenamines: entry to the umpolung reaction at the α-carbon position of carbonyl compounds.

Authors:  Tetsuya Miyoshi; Takayuki Miyakawa; Masafumi Ueda; Okiko Miyata
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-23       Impact factor: 15.336

3.  Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles.

Authors:  Puhui Li; Max M Majireck; Jason A Witek; Steven M Weinreb
Journal:  Tetrahedron Lett       Date:  2010-04-14       Impact factor: 2.415

4.  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

5.  Copper(I)-catalyzed addition of Grignard reagents to in situ-derived N-sulfonyl azoalkenes: an umpolung alkylation procedure applicable to the formation of up to three contiguous quaternary centers.

Authors:  John M Hatcher; Don M Coltart
Journal:  J Am Chem Soc       Date:  2010-04-07       Impact factor: 15.419

6.  Direct and enantioselective organocatalytic alpha-chlorination of aldehydes.

Authors:  Michael P Brochu; Sean P Brown; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2004-04-07       Impact factor: 15.419

7.  (S,2S,3S)-2-(2-Methyl-propan-2-sulfin-amido)-3-phenyl-butyronitrile.

Authors:  Klaus Harms; Michael Marsch; Markus Oberthür; Peter Schüler
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-10-17
  7 in total
  3 in total

1.  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

2.  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

Review 3.  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
  3 in total

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