Literature DB >> 20798891

Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids.

Alison E Ondrus1, H Ümit Kaniskan, Mohammad Movassaghi.   

Abstract

The union of functionalized pyrroloindolizines for the synthesis of heterodimeric products relevant to myrmicarin alkaloids is described. Design and synthesis of tricyclic substrates and new methods for their union enable the investigation of late-stage cyclopentannulation strategies. The rapid assembly of dimeric structures using unique modes of pyrroloindolizine reactivity presents a concise approach to the dimeric myrmicarins and relevant derivatives.

Entities:  

Year:  2010        PMID： 20798891      PMCID： PMC2925304          DOI： 10.1016/j.tet.2010.04.006

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  12 in total

1.  Highly regioselective Vilsmeier-Haack acylation of hexahydropyrroloindolizine.

Authors:  B Sayah; N Pelloux-Léon; A Milet; J Pardillos-Guindet; Y Vallée
Journal:  J Org Chem       Date:  2001-04-06       Impact factor: 4.354

2.  First synthesis of nonracemic (R)-(+)-myrmicarin 217

Authors: 
Journal:  J Org Chem       Date:  2000-05-09       Impact factor: 4.354

3.  The total synthesis of (+)-dragmacidin F.

Authors:  Neil K Garg; Daniel D Caspi; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2004-08-11       Impact factor: 15.419

4.  Dimerization of (+)-Myrmicarin 215B. A Potential Biomimetic Approach to Complex Myrmicarin Alkaloids.

Authors:  Alison E Ondrus; Mohammad Movassaghi
Journal:  Tetrahedron       Date:  2006-05-29       Impact factor: 2.457

5.  An unusual approach to spirolactones and related structures.

Authors:  Soizic Guindeuil; Samir Z Zard
Journal:  Chem Commun (Camb)       Date:  2006-01-06       Impact factor: 6.222

Review 6.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2007-03-05       Impact factor: 54.564

7.  Enantioselective total synthesis of tricyclic myrmicarin alkaloids.

Authors:  Mohammad Movassaghi; Alison E Ondrus
Journal:  Org Lett       Date:  2005-09-29       Impact factor: 6.005

8.  Concise synthesis of (+/-)-rhazinilam through direct coupling.

Authors:  Alfred L Bowie; Chambers C Hughes; Dirk Trauner
Journal:  Org Lett       Date:  2005-11-10       Impact factor: 6.005

9.  Efficient and stereoselective dimerization of pyrroloindolizine derivatives inspired by a hypothesis for the biosynthesis of complex myrmicarin alkaloids.

Authors:  Mohammad Movassaghi; Alison E Ondrus; Bin Chen
Journal:  J Org Chem       Date:  2007-11-17       Impact factor: 4.354

10.  Novel stereoselective syntheses of highly functionalized benzannulated pyrrolizidines and indolizidines by samarium diiodide induced cyclizations of indole derivatives.

Authors:  Steffen Gross; Hans-Ulrich Reissig
Journal:  Org Lett       Date:  2003-11-13       Impact factor: 6.005
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  2 in total

1.  A strategy for complex dimer formation when biomimicry fails: total synthesis of ten coccinellid alkaloids.

Authors:  Trevor C Sherwood; Adam H Trotta; Scott A Snyder
Journal:  J Am Chem Soc       Date:  2014-06-24       Impact factor: 15.419

2.  Atom-economic generation of gold carbenes: gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles.

Authors:  Ai-Hua Zhou; Qiao He; Chao Shu; Yong-Fei Yu; Shuang Liu; Tian Zhao; Wei Zhang; Xin Lu; Long-Wu Ye
Journal:  Chem Sci       Date:  2014-11-12       Impact factor: 9.825
  2 in total

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