Literature DB >> 21732634

Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions of alkynyl phosphonates with bicyclo[2.2.1]hepta-2,5-diene.

Tanner J Kettles1, Neil Cockburn, William Tam.   

Abstract

Ruthenium-catalyzed homo Diels-Alder [2 + 2 + 2] cycloadditions between alkynyl phosphonates and bicyclo[2.2.1]hepta-2,5-diene were studied. The observed reactivity was found to be dependent on the presence of the phosphonate moiety. The Ru-catalyzed cycloaddition was compatible with a variety of aromatic and aliphatic substituted alkynyl phosphonates, providing the corresponding phosphonate substituted deltacyclenes in low to good yields (up to 88%).

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Year:  2011        PMID： 21732634     DOI： 10.1021/jo2010928

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  7 in total

1.  Diols as Dienophiles: Bridged Carbocycles via Ruthenium(0)-Catalyzed Transfer Hydrogenative Cycloadditions of Cyclohexadiene or Norbornadiene.

Authors:  Hiroki Sato; Keisuke Fukaya; Binit Sharma Poudel; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-10       Impact factor: 15.336

2.  Copper-catalyzed stereo- and regioselective hydrophosphorylation of terminal alkynes: scope and mechanistic study.

Authors:  Junchen Li; Zhenhua Gao; Yongbiao Guo; Haibo Liu; Peichao Zhao; Xiaojing Bi; Enxue Shi; Junhua Xiao
Journal:  RSC Adv       Date:  2022-06-29       Impact factor: 4.036

Review 3.  Ruthenium(0)-Catalyzed Cycloaddition of 1,2-Diols, Ketols, or Diones via Alcohol-Mediated Hydrogen Transfer.

Authors:  Hiroki Sato; Ben W H Turnbull; Keisuke Fukaya; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-06       Impact factor: 15.336

Review 4.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

5.  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

6.  Two-Step Synthesis of Heptacyclo[6.6.0.02,6 .03,13 .04,11 .05,9 .010,14 ] tetradecane from Norbornadiene: Mechanism of the Cage Assembly and Post-synthetic Functionalization.

Authors:  Adam Zieliński; Xavier Marset; Christopher Golz; Lawrence M Wolf; Manuel Alcarazo
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-15       Impact factor: 15.336

7.  Multi-Pathway Consequent Chemoselectivities of CpRuCl(PPh3 )2 /MeI-Catalysed Norbornadiene Alkyne Cycloadditions.

Authors:  Wei-Hua Mu; De-Cai Fang; Shu-Ya Xia; Rui-Jiao Cheng; Gregory A Chass
Journal:  Chemistry       Date:  2016-09-13       Impact factor: 5.236
  7 in total

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