Literature DB >> 18783233

A phosphine-catalyzed [3 + 2] annulation reaction of modified allylic compounds and N-tosylimines.

Suqing Zheng1, Xiyan Lu.   

Abstract

A phosphine-catalyzed annulation of modified allylic ylides with various aromatic imines to form 3-pyrrolines was developed. The presence of a substituent in the allylic compound is crucial for this reaction. Without the substituent, (E)-dienylimines will be produced via the dimerization of the allylic compounds.

Entities:  

Year:  2008        PMID： 18783233     DOI： 10.1021/ol801661y

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


  6 in total

Review 1.  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

2.  Phosphine-Catalyzed Intramolecular Cyclizations of α-Nitroethylallenoates Forming (Z)-Furanone Oximes.

Authors:  Qing-Fa Zhou; Kui Zhang; Lingchao Cai; Ohyun Kwon
Journal:  Org Lett       Date:  2016-05-27       Impact factor: 6.005

3.  Phosphine-catalyzed intramolecular γ-umpolung addition of α-aminoalkylallenic esters: facile synthesis of 3-carbethoxy-2-alkyl-3-pyrrolines.

Authors:  Ian P Andrews; Brian R Blank; Ohyun Kwon
Journal:  Chem Commun (Camb)       Date:  2012-04-23       Impact factor: 6.222

4.  Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs.

Authors:  Yi Chiao Fan; Ohyun Kwon
Journal:  Chem Commun (Camb)       Date:  2013-12-25       Impact factor: 6.222

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

6.  Phosphine-catalyzed [3 + 2] annulation of β-sulfonamido-substituted enones with trans-α-cyano-α,β-unsaturated ketones for the synthesis of highly substituted pyrrolidines.

Authors:  Zhenzhen Gao; Lei Xie; Lusha Ji; Xin Ma; Xiaojing Li; Honglei Liu; Hongchao Guo
Journal:  RSC Adv       Date:  2021-12-17       Impact factor: 3.361
  6 in total

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