Literature DB >> 21370864

Efficient one-to-one coupling of easily available 1,3-dienes with carbon dioxide.

Jun Takaya1, Kota Sasano, Nobuharu Iwasawa.   

Abstract

An efficient one-to-one coupling reaction of atmospheric pressure carbon dioxide with 1,3-dienes is realized for the first time through PSiP-pincer type palladium-catalyzed hydrocarboxylation. The reaction is applicable to various 1,3-dienes including easily available chemical feedstock such as 1,3-butadiene and isoprene. This protocol affords a highly useful method for the synthesis of β,γ-unsaturated carboxylic acid derivatives from CO(2).

Entities:  

Year:  2011        PMID: 21370864     DOI: 10.1021/ol2002094

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


  7 in total

1.  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

2.  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

3.  Direct, redox-neutral prenylation and geranylation of secondary carbinol C-H bonds: C4-regioselectivity in ruthenium-catalyzed C-C couplings of dienes to α-hydroxy esters.

Authors:  Joyce C Leung; Laina M Geary; Te-Yu Chen; Jason R Zbieg; Michael J Krische
Journal:  J Am Chem Soc       Date:  2012-09-17       Impact factor: 15.419

Review 4.  Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines.

Authors:  Michael Holmes; Leyah A Schwartz; Michael J Krische
Journal:  Chem Rev       Date:  2018-06-13       Impact factor: 60.622

Review 5.  Catalysis using transition metal complexes featuring main group metal and metalloid compounds as supporting ligands.

Authors:  Jun Takaya
Journal:  Chem Sci       Date:  2020-09-10       Impact factor: 9.825

Review 6.  Allenes and Dienes as Chiral Allylmetal Pronucleophiles in Catalytic Enantioselective C=X Addition: Historical Perspective and State-of-The-Art Survey.

Authors:  Ming Xiang; Dana E Pfaffinger; Michael J Krische
Journal:  Chemistry       Date:  2021-07-29       Impact factor: 5.020

Review 7.  Cobalt- and rhodium-catalyzed carboxylation using carbon dioxide as the C1 source.

Authors:  Tetsuaki Fujihara; Yasushi Tsuji
Journal:  Beilstein J Org Chem       Date:  2018-09-19       Impact factor: 2.883

  7 in total

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