Literature DB >> 15606104

Dianion approach to chiral cyclopropene carboxylic acids.

Lian-an Liao1, Ni Yan, Joseph M Fox.   

Abstract

[reaction: see text] In this Letter, we describe a general method for preparing the dianions of cyclopropene carboxylic acids, and we show that their subsequent reactions with electrophiles provide a general means for selectively introducing diverse types of functional groups. This provides a general method for the synthesis of chiral 1,2-disubstituted cyclopropenes, and opens new avenues for the enantioselective preparation of cyclopropenes.

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Year:  2004        PMID: 15606104     DOI: 10.1021/ol047837+

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


  7 in total

1.  Studies on the stability of cycloprop-2-ene carboxylate dianions and reactions with electrophiles.

Authors:  Laural A Fisher; Joseph M Fox
Journal:  J Org Chem       Date:  2008-10-14       Impact factor: 4.354

2.  Functionalized Cyclopropenes and Methylenecyclopropenes from Dianions of 3-Hydroxymethylcyclopropenes.

Authors:  Matthew D Hassink; Joseph M Fox
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

3.  Efficient one-pot synthesis of 1-arylcycloprop-2-ene-1-carboxamides.

Authors:  Andrew Edwards; Michael Rubin
Journal:  Org Biomol Chem       Date:  2016-03-14       Impact factor: 3.876

4.  Facile assembly of 1,5-diazocan-2-ones via cyclization of tethered sulfonamides to cyclopropenes.

Authors:  Jonathon P Matheny; Pavel M Yamanushkin; Peter A Petillo; Michael Rubin
Journal:  RSC Adv       Date:  2020-12-15       Impact factor: 4.036

5.  Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo- trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates.

Authors:  Vladimir A Maslivetc; Liliya V Frolova; Snezna Rogelj; Anna A Maslivetc; Marina Rubina; Michael Rubin
Journal:  J Org Chem       Date:  2018-10-30       Impact factor: 4.354

6.  Lipidated cyclopropenes via a stable 3-N spirocyclopropene scaffold.

Authors:  Pratik Kumar; Ting Jiang; Omar Zainul; Alyssa N Preston; Sining Li; Joshua D Farr; Pavit Suri; Scott T Laughlin
Journal:  Tetrahedron Lett       Date:  2018-08-07       Impact factor: 2.415

7.  Catalytic Synthesis of Cyclopropenium Cations with Rh-Carbynoids.

Authors:  Hang-Fei Tu; Aliénor Jeandin; Marcos G Suero
Journal:  J Am Chem Soc       Date:  2022-09-08       Impact factor: 16.383

  7 in total

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