Literature DB >> 20687574

Pd-catalyzed carbonylative conjugate addition of dialkylzinc reagents to unsaturated carbonyls.

Daniel W Custar1, Hai Le, James P Morken.   

Abstract

The Pd-catalyzed addition of organozinc reagents to unsaturated carbonyls in the presence of carbon monoxide provides 1,4-diketones in good yield. The reaction was studied with a number of substituted cyclic and acyclic ketones as well as alpha,beta-unsaturated aldehydes.

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Year:  2010        PMID: 20687574      PMCID: PMC2929296          DOI: 10.1021/ol1013476

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


  15 in total

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Review 3.  Catalytic asymmetric conjugate addition and allylic alkylation with Grignard reagents.

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6.  Transition metal-catalysed acylation of alpha,beta-unsaturated carbonyl compounds with acylstannanes.

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7.  Rh(I)-catalyzed carbonylative ring opening of diazabicycles with acyl anion equivalents.

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8.  Nickel-catalyzed 1,4-addition of trialkylboranes to alpha,beta-unsaturated esters: dramatic enhancement by addition of methanol.

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9.  New synthesis of 1,4-diketones via rhodium-catalysed 1,4 carbonylative addition of arylboronic acids to alpha,beta-unsaturated ketones.

Authors:  Mathieu Sauthier; Yves Castanet; André Mortreux
Journal:  Chem Commun (Camb)       Date:  2004-05-27       Impact factor: 6.222

10.  The thiazolium-catalyzed Sila-Stetter reaction: conjugate addition of acylsilanes to unsaturated esters and ketones.

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Journal:  J Am Chem Soc       Date:  2004-03-03       Impact factor: 15.419

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  2 in total

1.  Nickel-catalyzed reductive conjugate addition to enones via allylnickel intermediates.

Authors:  Ruja Shrestha; Stephanie C M Dorn; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2013-01-08       Impact factor: 15.419

2.  α-Silyl Amides: Effective Bifunctional Lynchpins for Type I Anion Relay Chemistry.

Authors:  Thomas D Montgomery; Amos B Smith
Journal:  Org Lett       Date:  2017-11-09       Impact factor: 6.005

  2 in total

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