Literature DB >> 18597475

An unexpected phosphine-catalyzed [3 + 2] annulation. Synthesis of highly functionalized cyclopentenes.

Zheng Lu1, Suqing Zheng, Xumu Zhang, Xiyan Lu.   

Abstract

An unexpected phosphine-catalyzed [3 + 2] annulation from electron-deficient allenes and substituted alkylidenemalononitriles was realized in which the allylic moiety of the substituted alkylidenemalononitriles served as the three carbon unit of the cyclopentenes instead of the electron-deficient allenes.

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Year:  2008        PMID： 18597475     DOI： 10.1021/ol8011452

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


  8 in total

1.  Phosphine-initiated general base catalysis: facile access to benzannulated 1,3-diheteroatom five-membered rings via double-Michael reactions of allenes.

Authors:  Judy Szeto; Vardhineedi Sriramurthy; Ohyun Kwon
Journal:  Org Lett       Date:  2011-09-20       Impact factor: 6.005

2.  Phosphine-Mediated Iterative Arene Homologation Using Allenes.

Authors:  Kui Zhang; Lingchao Cai; Xing Jiang; Miguel A Garcia-Garibay; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2015-08-31       Impact factor: 15.419

Review 3.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

4.  Phosphine-Catalyzed [3+2] and [4+3]Annulation Reactions of C,N-Cyclic Azomethine Imines with Allenoates.

Authors:  Chengfeng Jing; Risong Na; Bo Wang; Honglei Liu; Lei Zhang; Jun Liu; Min Wang; Jiangchun Zhong; Ohyun Kwon; Hongchao Guo
Journal:  Adv Synth Catal       Date:  2012-04-26       Impact factor: 5.837

5.  Chiral multifunctional thiourea-phosphine catalyzed asymmetric [3 + 2] annulation of Morita-Baylis-Hillman carbonates with maleimides.

Authors:  Hong-Ping Deng; De Wang; Yin Wei; Min Shi
Journal:  Beilstein J Org Chem       Date:  2012-07-16       Impact factor: 2.883

Review 6.  Organophosphine-Catalyzed [4C+X] Annulations.

Authors:  Yangyan Li; Xiang Chen; Xiaoming Chen; Xiao Shen
Journal:  Molecules       Date:  2018-11-19       Impact factor: 4.411

7.  Direct access to tetrasubstituted cyclopentenyl scaffolds through a diastereoselective isocyanide-based multicomponent reaction.

Authors:  Vitor A Fernandes; Rafaely N Lima; Yoisel B Broterson; Meire Y Kawamura; Radell Echemendía; Alexander F de la Torre; Marco A B Ferreira; Daniel G Rivera; Marcio W Paixão
Journal:  Chem Sci       Date:  2021-09-16       Impact factor: 9.825

8.  [3+2] regioselective annulation reaction of 2-arylidene-1,3-indandiones towards synthesis of spirocyclopentenes: understanding the mechanism of γ-attack vs. α-attack using DFT studies.

Authors:  Shaik Anwar; Li-Tzu Lin; V Srinivasadesikan; Veera Babu Gudise; Kwunmin Chen
Journal:  RSC Adv       Date:  2021-12-01       Impact factor: 4.036
  8 in total

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