Literature DB >> 12529122

Novel phosphine-catalyzed zipper cyclization of aliphatic diyne-dione and yne-dione systems.

Hirofumi Kuroda1, Ikuyoshi Tomita, Takeshi Endo.   

Abstract

[reaction: see text] An unexpected tri-n-butylphosphine-catalyzed zipper cyclization of diyne[bond]diones (1a-d) or yne-diones (1e and 1f) is described. Bicyclic ketones (2a, 2b, 2c, 2e, and 2f) with five- or six-membered rings fused to the five-membered ring were obtained from both aliphatic diyne-diones (1a-c) and yne-diones (1e and 1f) having tetra- or pentamethylene spacers. The bicyclic products (2) were produced with high diastereoselectivity.

Entities:  

Year:  2003        PMID： 12529122     DOI： 10.1021/ol020198n

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


  7 in total

1.  Phosphine-catalyzed annulations of azomethine imines: allene-dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] pathways.

Authors:  Risong Na; Chengfeng Jing; Qihai Xu; Hui Jiang; Xi Wu; Jiayan Shi; Jiangchun Zhong; Min Wang; Diego Benitez; Ekaterina Tkatchouk; William A Goddard; Hongchao Guo; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2011-08-03       Impact factor: 15.419

Review 2.  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

3.  Phosphine-Catalyzed α-Umpolung-Aldol Reaction for the Synthesis of Benzo[ b]azapin-3-ones.

Authors:  Kui Zhang; Lingchao Cai; Sooji Hong; Ohyun Kwon
Journal:  Org Lett       Date:  2019-06-20       Impact factor: 6.005

4.  Theory-Guided Design of Brønsted Acid-Assisted Phosphine Catalysis: Synthesis of Dihydropyrones from Aldehydes and Allenoates.

Authors:  Gardner S Creech; Xue-Feng Zhu; Branden Fonovic; Travis Dudding; Ohyun Kwon
Journal:  Tetrahedron       Date:  2008-07-14       Impact factor: 2.457

5.  Stereoselective phosphine-catalyzed synthesis of highly functionalized diquinanes.

Authors:  Jonathan E Wilson; Jianwei Sun; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

6.  Alcohol-assisted phosphine catalysis: one-step syntheses of dihydropyrones from aldehydes and allenoates.

Authors:  Gardner S Creech; Ohyun Kwon
Journal:  Org Lett       Date:  2008-01-04       Impact factor: 6.005

7.  Stereoselective syntheses of functionalized spirocyclopenteneoxindoles via triphenylphosphine-catalyzed [3+2] cycloaddition reactions.

Authors:  Qing-Fa Zhou; Xue-Ping Chu; Fei-Fei Ge; Cheng Li; Tao Lu
Journal:  Mol Divers       Date:  2013-06-19       Impact factor: 2.943
  7 in total

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