Literature DB >> 20822143

Experimental characterization and computational study of unique C,N-chelated lithium dianions.

Jocelyn M Gruver1, Scott P West, David B Collum, Richmond Sarpong.   

Abstract

The structure of a unique C,N-chelated dilithio dianion has been established as a solvated monomeric species using a combination of NMR and computational techniques. The highly ordered structure of the dianion may be important in its reactivity in an oxidative C-N bond-forming process.

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Year:  2010        PMID： 20822143      PMCID： PMC2945296          DOI： 10.1021/ja106852n

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

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2.  Cyclization reactions of dianions in organic synthesis.

Authors:  Peter Langer; Walter Freiberg
Journal:  Chem Rev       Date:  2004-09       Impact factor: 60.622

3.  Lithium diisopropylamide-mediated enolization: catalysis by hemilabile ligands.

Authors:  Antonio Ramirez; Xiufeng Sun; David B Collum
Journal:  J Am Chem Soc       Date:  2006-08-09       Impact factor: 15.419

4.  Indolyl esters and amides related to indomethacin are selective COX-2 inhibitors.

Authors:  Amit S Kalgutkar; Brenda C Crews; Sam Saleh; Daniel Prudhomme; Lawrence J Marnett
Journal:  Bioorg Med Chem       Date:  2005-09-19       Impact factor: 3.641

5.  Dianion aggregates derived from lithiation of N-silyl allylamine.

Authors:  P G Williard; M A Jacobson
Journal:  Org Lett       Date:  2000-09-07       Impact factor: 6.005

6.  Total synthesis of (+)-lyconadin A and related compounds via oxidative C-N bond formation.

Authors:  Scott P West; Alakesh Bisai; Andrew D Lim; Raja R Narayan; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

7.  Unified strategy for the synthesis of the "miscellaneous" lycopodium alkaloids: total synthesis of (+/-)-lyconadin A.

Authors:  Alakesh Bisai; Scott P West; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2008-05-14       Impact factor: 15.419

8.  Preparation and solid state structures of tetra(amino)silane organolithium compounds containing a Li8 core forming a johnson solid J26 and a Li4 core.

Authors:  Tina Maria Konrad; Katrin R Grünwald; Ferdinand Belaj; Nadia C Mösch-Zanetti
Journal:  Inorg Chem       Date:  2009-01-05       Impact factor: 5.165
  8 in total
  5 in total

1.  Enediolate-dilithium amide mixed aggregates in the enantioselective alkylation of arylacetic acids: structural studies and a stereochemical model.

Authors:  Yun Ma; Craig E Stivala; Ashley M Wright; Trevor Hayton; Jun Liang; Ivan Keresztes; Emil Lobkovsky; David B Collum; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2013-05-31       Impact factor: 15.419

2.  Intramolecular C(sp3)-N coupling by oxidation of benzylic C,N-dianions.

Authors:  Jenna L Jeffrey; Emily S Bartlett; Richmond Sarpong
Journal:  Angew Chem Int Ed Engl       Date:  2013-01-16       Impact factor: 15.336

3.  Lithium Enolates Derived from Pyroglutaminol: Mechanism and Stereoselectivity of an Azaaldol Addition.

Authors:  Michael J Houghton; Christopher J Huck; Stephen W Wright; David B Collum
Journal:  J Am Chem Soc       Date:  2016-08-08       Impact factor: 15.419

4.  Catalytic Synthesis of N-Heterocycles via Direct C(sp3)-H Amination Using an Air-Stable Iron(III) Species with a Redox-Active Ligand.

Authors:  Bidraha Bagh; Daniël L J Broere; Vivek Sinha; Petrus F Kuijpers; Nicolaas P van Leest; Bas de Bruin; Serhiy Demeshko; Maxime A Siegler; Jarl Ivar van der Vlugt
Journal:  J Am Chem Soc       Date:  2017-03-28       Impact factor: 15.419

5.  Testing the limits of radical-anionic CH-amination: a 10-million-fold decrease in basicity opens a new path to hydroxyisoindolines via a mixed C-N/C-O-forming cascade.

Authors:  Quintin Elliott; Gabriel Dos Passos Gomes; Christopher J Evoniuk; Igor V Alabugin
Journal:  Chem Sci       Date:  2020-02-21       Impact factor: 9.825
  5 in total

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