Literature DB >> 29056834

Recent Advances in the Pauson-Khand Reaction.

J David Ricker1, Laina M Geary1.   

Abstract

The Pauson-Khand [2+2+1] cycloaddition of alkynes, alkenes, and carbon monoxide has been a vibrant area of research for more than 40 years. This review highlights recent achievements in the Pauson-Khand reaction, particularly in catalytic and asymmetric variants. Discussion of regioselectivity and advances in substrate scope is also presented.

Entities:  

Keywords:  Pauson-Khand reactions; asymmetric catalysis; transition metal catalyzed cycloadditions

Year:  2017        PMID： 29056834      PMCID： PMC5644355          DOI： 10.1007/s11244-017-0741-0

Source DB:  PubMed          Journal:  Top Catal        ISSN： 1022-5528            Impact factor:   2.910


  25 in total

1.  Practical cobalt carbonyl catalysis in the thermal Pauson--Khand reaction: efficiency enhancement using Lewis bases.

Authors:  M E Krafft; L V Boñaga; C Hirosawa
Journal:  J Org Chem       Date:  2001-05-04       Impact factor: 4.354

2.  Development of an expedient intramolecular Pauson-Khand reaction approach to stereoselectively construct the trans-decalin with a C1 quaternary chiral center.

Authors:  Li-Li Shi; Hong-Juan Shen; Li-Chao Fang; Jun Huang; Chuang-Chuang Li; Zhen Yang
Journal:  Chem Commun (Camb)       Date:  2013-10-09       Impact factor: 6.222

3.  Total synthesis of (+)-ileabethoxazole via an iron-mediated Pauson-Khand [2 + 2 + 1] carbocyclization.

Authors:  David R Williams; Akshay A Shah
Journal:  J Am Chem Soc       Date:  2014-06-04       Impact factor: 15.419

4.  Computationally designed and experimentally confirmed diastereoselective rhodium-catalyzed Pauson-Khand reaction at room temperature.

Authors:  Mu-Hyun Baik; Shivnath Mazumder; Paolo Ricci; James R Sawyer; Ye-Geun Song; Huijun Wang; P Andrew Evans
Journal:  J Am Chem Soc       Date:  2011-04-27       Impact factor: 15.419

5.  Organocatalytic asymmetric anti-selective Michael reactions of aldehydes and the sequential reduction/lactonization/Pauson-Khand reaction for the enantioselective synthesis of highly functionalized hydropentalenes.

Authors:  Bor-Cherng Hong; Nitin S Dange; Po-Jen Yen; Gene-Hsiang Lee; Ju-Hsiou Liao
Journal:  Org Lett       Date:  2012-10-04       Impact factor: 6.005

6.  Development of a concise synthesis of (+)-ingenol.

Authors:  Steven J McKerrall; Lars Jørgensen; Christian A Kuttruff; Felix Ungeheuer; Phil S Baran
Journal:  J Am Chem Soc       Date:  2014-04-08       Impact factor: 15.419

7.  Catalytic asymmetric enyne addition to aldehdyes and Rh(I)-catalyzed stereoselective domino Pauson-Khand/[4 + 2] cycloaddition.

Authors:  Wei Chen; Jia-Hui Tay; Jun Ying; Xiao-Qi Yu; Lin Pu
Journal:  J Org Chem       Date:  2013-01-23       Impact factor: 4.354

8.  A 15-step synthesis of (+)-ryanodol.

Authors:  Kangway V Chuang; Chen Xu; Sarah E Reisman
Journal:  Science       Date:  2016-08-26       Impact factor: 47.728

9.  Electronic regioselectivity of diarylalkynes in cobalt-mediated Pauson-Khand reaction: an experimental and computational study with para- and meta-substituted diarylalkynes and norbornene.

Authors:  Erika Fager-Jokela; Mikko Muuronen; Michael Patzschke; Juho Helaja
Journal:  J Org Chem       Date:  2012-09-28       Impact factor: 4.354

10.  The Pauson-Khand reaction of medium sized trans-cycloalkenes.

Authors:  Agustí Lledó; Aida Fuster; Marc Revés; Xavier Verdaguer; Antoni Riera
Journal:  Chem Commun (Camb)       Date:  2013-04-14       Impact factor: 6.222
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  10 in total

1.  Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis.

Authors:  Hsin-Chun Chiu; Ian A Tonks
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-25       Impact factor: 15.336

2.  Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes.

Authors:  Si-Jia Li; Jian Huang; Jin-Yu He; Rui-Jin Zhang; Hao-Dong Qian; Xue-Lin Dai; Han-Han Kong; Hao Xu
Journal:  RSC Adv       Date:  2020-10-20       Impact factor: 4.036

3.  Iterative Supervised Principal Component Analysis Driven Ligand Design for Regioselective Ti-Catalyzed Pyrrole Synthesis.

Authors:  Xin Yi See; Xuelan Wen; T Alexander Wheeler; Channing K Klein; Jason D Goodpaster; Benjamin R Reiner; Ian A Tonks
Journal:  ACS Catal       Date:  2020-11-05       Impact factor: 13.084

4.  Ruthenium-Catalyzed [2 + 2] versus Homo Diels-Alder [2 + 2 + 2] Cycloadditions of Norbornadiene and Disubstituted Alkynes: A DFT Study.

Authors:  Austin Pounder; Leanne D Chen; William Tam
Journal:  ACS Omega       Date:  2020-12-18

5.  Accessing the main-group metal formyl scaffold through CO-activation in beryllium hydride complexes.

Authors:  Terrance J Hadlington; Tibor Szilvási
Journal:  Nat Commun       Date:  2022-01-24       Impact factor: 14.919

6.  Study of the Pauson-Khand reaction in flow over alkynylphenyl vinyl ethers: towards the synthesis of tricyclic multisubstituted benzofurans.

Authors:  Jorge García-Lacuna; Maialen Alonso; Gema Domínguez; Javier Pérez Castells
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

Review 7.  Multicomponent Reactions for the Synthesis of Active Pharmaceutical Ingredients.

Authors:  Ángel Cores; José Clerigué; Emmanuel Orocio-Rodríguez; J Carlos Menéndez
Journal:  Pharmaceuticals (Basel)       Date:  2022-08-17

8.  Computational Study on the Co-Mediated Intramolecular Pauson-Khand Reaction of Fluorinated and Chiral N-Tethered 1,7-Enynes.

Authors:  Jorge Escorihuela; Lawrence M Wolf
Journal:  Organometallics       Date:  2022-09-02       Impact factor: 3.837

9.  Synthesis of Cyclohexane-Angularly-Fused Triquinanes.

Authors:  Hongjun Jeon; Jeffrey D Winkler
Journal:  Synthesis (Stuttg)       Date:  2020-11-03       Impact factor: 3.157

Review 10.  Pauson-Khand reaction of fluorinated compounds.

Authors:  Jorge Escorihuela; Daniel M Sedgwick; Alberto Llobat; Mercedes Medio-Simón; Pablo Barrio; Santos Fustero
Journal:  Beilstein J Org Chem       Date:  2020-07-14       Impact factor: 2.883
  10 in total

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