Literature DB >> 21709767

Recent Applications of Acyclic (Diene)iron Complexes and (Dienyl)iron Cations in Organic Synthesis.

William A Donaldson1, Subhabrata Chaudhury.   

Abstract

Complexation of (tricarbonyl)iron to an acyclic diene serves to protect the ligand against oxidation, reduction and cycloaddition reactions while the steric bulk of this adjunct serves to direct the approach reagents to unsaturated groups attached to the diene onto the face opposite to iron. Furthermore, the Fe(CO)(3) moiety can serve to stabilize carbocation centers adjacent to the diene (i.e. pentadienyl-iron cations). Recent applications of these reactivities to the synthesis of polyene, cyclopropane, cycloheptadiene and cyclohexenone containing natural products or analogs will be presented.

Entities:  

Year:  2009        PMID: 21709767      PMCID: PMC3121309          DOI: 10.1002/ejoc.200900141

Source DB:  PubMed          Journal:  European J Org Chem        ISSN: 1099-0690


  41 in total

1.  Agonist selectivity of mGluR1 and mGluR2 metabotropic receptors: a different environment but similar recognition of an extended glutamate conformation.

Authors:  N Jullian; I Brabet; J P Pin; F C Acher
Journal:  J Med Chem       Date:  1999-05-06       Impact factor: 7.446

2.  Total synthesis of (+)-ambruticin.

Authors:  P Liu; E N Jacobsen
Journal:  J Am Chem Soc       Date:  2001-10-31       Impact factor: 15.419

3.  A simple and efficient synthesis of optically pure tricarbonyl(methyl 6-oxo-2,4-hexadienoate)iron.

Authors:  K Godula; H Bärmann; W A Donaldson
Journal:  J Org Chem       Date:  2001-05-18       Impact factor: 4.354

4.  Stereospecific 1,3-migration of an Fe(CO)3 group on acyclic conjugated polyenes: application to remote and iterative asymmetric induction.

Authors:  Y Takemoto; K Ishii; T Ibuka; Y Miwa; T Taga; S Nakao; T Tanaka; H Ohishi; Y Kai; N Kanehisa
Journal:  J Org Chem       Date:  2001-09-07       Impact factor: 4.354

5.  A highly stereoselective synthesis of 11Z-retinal using tricarbonyliron complex.

Authors:  A Wada; N Fujioka; Y Tanaka; M Ito
Journal:  J Org Chem       Date:  2000-04-21       Impact factor: 4.354

6.  Novel macrolactins as antibiotic lactones from a marine bacterium.

Authors:  T Nagao; K Adachi; M Sakai; M Nishijima; H Sano
Journal:  J Antibiot (Tokyo)       Date:  2001-04       Impact factor: 2.649

7.  New macrolactins from a marine Bacillus sp. Sc026.

Authors:  C Jaruchoktaweechai; K Suwanborirux; S Tanasupawatt; P Kittakoop; P Menasveta
Journal:  J Nat Prod       Date:  2000-07       Impact factor: 4.050

8.  A three-component coupling strategy for tetrahydrofuran synthesis: application of the diisopropyl tartrate modified (E)-gamma-(dimethylphenylsilyl)allylboronate as an alpha,gamma-allyl dianion equivalent.

Authors:  G C Micalizio; W R Roush
Journal:  Org Lett       Date:  2000-02-24       Impact factor: 6.005

9.  A Novel Method for a Stereoselective Synthesis of Trisubstituted Olefin Using Tricarbonyliron Complex: A Highly Stereoselective Synthesis of (all-E)- and (9Z)-Retinoic Acids.

Authors:  Akimori Wada; Saeko Hiraishi; Norio Takamura; Tadamasa Date; Keiichi Aoe; Masayoshi Ito
Journal:  J Org Chem       Date:  1997-06-27       Impact factor: 4.354

10.  Synthesis of (-)-delobanone.

Authors:  D F Taber; G Bui; B Chen
Journal:  J Org Chem       Date:  2001-05-18       Impact factor: 4.354

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  1 in total

1.  Reactivity of (1-methoxycarbonylpentadienyl)iron(1+) cations with hydride, methyl, and nitrogen nucleophiles.

Authors:  Yuzhi Ma; Young K Yun; Julie Wondergem Nee Lukesh; Anobick Sar; Jayapal Reddy Gone; Sergey Lindeman; William A Donaldson
Journal:  Tetrahedron       Date:  2017-06-15       Impact factor: 2.457

  1 in total

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