Literature DB >> 15137747

Highly enantioselective catalytic carbon dioxide incorporation reaction: nickel-catalyzed asymmetric carboxylative cyclization of bis-1,3-dienes.

Masanori Takimoto1, Yoichi Nakamura, Kaoru Kimura, Miwako Mori.   

Abstract

A method for nickel-catalyzed asymmetric carbon dioxide (CO2) incorporation via carbon-carbon bond formation was developed. In the presence of a catalytic amount of Ni(acac)2 and MeO-MOP, various bis-1,3-dienes reacted with CO2 (1 atm) and a diorganozinc reagent (Me2Zn or Ph2Zn) to afford cyclic carboxylic acids in good yields (71-100%) and with high enantioselectivities (90-96% ee).

Entities:  

Year:  2004        PMID: 15137747     DOI: 10.1021/ja049506y

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  Organometallic chemistry: C-H carboxylation takes gold.

Authors:  Derek M Dalton; Tomislav Rovis
Journal:  Nat Chem       Date:  2010-09       Impact factor: 24.427

2.  Copper- and copper-N-heterocyclic carbene-catalyzed C-H activating carboxylation of terminal alkynes with CO2 at ambient conditions.

Authors:  Dingyi Yu; Yugen Zhang
Journal:  Proc Natl Acad Sci U S A       Date:  2010-11-08       Impact factor: 11.205

3.  Nickel-catalyzed coupling of alkenes, aldehydes, and silyl triflates.

Authors:  Sze-Sze Ng; Chun-Yu Ho; Timothy F Jamison
Journal:  J Am Chem Soc       Date:  2006-09-06       Impact factor: 15.419

4.  Sequential Ruthenium Catalysis for Olefin Isomerization and Oxidation: Application to the Synthesis of Unusual Amino Acids.

Authors:  Marc Liniger; Yiyang Liu; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2017-09-25       Impact factor: 15.419

5.  A computational study on the insertion of CO2 into (PSiP)palladium allyl σ-bond.

Authors:  Qin Wang; Cai-Hong Guo; Ying Ren; Hai-Shun Wu
Journal:  J Mol Model       Date:  2015-04-21       Impact factor: 1.810

6.  In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination.

Authors:  David B Berkowitz; Weijun Shen; Gourhari Maiti
Journal:  Tetrahedron Asymmetry       Date:  2004-09-13

7.  Copolymerization of carbon dioxide and butadiene via a lactone intermediate.

Authors:  Ryo Nakano; Shingo Ito; Kyoko Nozaki
Journal:  Nat Chem       Date:  2014-03-09       Impact factor: 24.427

8.  Nickel-catalyzed reductive carboxylation of styrenes using CO2.

Authors:  Catherine M Williams; Jeffrey B Johnson; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2008-10-17       Impact factor: 15.419

Review 9.  Toward ideal carbon dioxide functionalization.

Authors:  Yang Yang; Ji-Woong Lee
Journal:  Chem Sci       Date:  2019-02-20       Impact factor: 9.825

  9 in total

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