Literature DB >> 22013982

Highly diastereoselective synthesis of 1-pyrrolines via SnCl4-promoted [3 + 2] cycloaddition between activated donor-acceptor cyclopropanes and nitriles.

Gopal Sathishkannan1, Kannupal Srinivasan.   

Abstract

Activated donor-acceptor cyclopropanes underwent formal [3 + 2] cycloaddition with nitriles in the presence of SnCl(4). The product 1-pyrrolines were isolated as single cis-diastereomers in moderate to good yields.

Entities:  

Year:  2011        PMID： 22013982     DOI： 10.1021/ol2024423

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


  4 in total

1.  Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals.

Authors:  Haipan Zhu; Peile Du; Jianjun Li; Ziyang Liao; Guohua Liu; Hao Li; Wei Wang
Journal:  Beilstein J Org Chem       Date:  2016-06-29       Impact factor: 2.883

2.  Tin(iv) chloride mediated (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives.

Authors:  Murugesan Thangamani; Subaramaniam Thangamalar; Kannupal Srinivasan
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

Review 3.  Metal-mediated synthesis of pyrrolines.

Authors:  Noelia S Medran; Agustina La-Venia; Sebastian A Testero
Journal:  RSC Adv       Date:  2019-02-27       Impact factor: 4.036

4.  Catalytic (3 + 2) annulation of donor-acceptor aminocyclopropane monoesters and indoles.

Authors:  Vincent Pirenne; Emma G L Robert; Jerome Waser
Journal:  Chem Sci       Date:  2021-05-05       Impact factor: 9.825
  4 in total

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