Literature DB >> 19079749

EVALUATION OF STRATEGIES FOR THE SYNTHESIS OF THE GUANIDINE HEMIAMINAL PORTION OF PALAU'AMINE.

Brian A Lanman1, Larry E Overman.   

Abstract

Potential methods for the generation of the guanidine hemiaminal functionality of palau'mine (1) from a spirocyclic thiohydantoin precursor are examined using a spirobicyclic model system, culminating in the identification of an efficient means of effecting this transformation.

Year:  2006        PMID： 19079749      PMCID： PMC2600862          DOI： 10.3987/com-06-s(w)16

Source DB:  PubMed          Journal:  Heterocycles        ISSN： 0385-5414            Impact factor:   0.831


  1 in total

1.  Unusually Large (13)C NMR Chemical Shift Differences between Neutral and Protonated Glycocyamidines. New Insights on Previously Reported Chemical Shift Assignments and Chemical Properties.

Authors:  Anne Olofson; Kenichi Yakushijin; David A. Horne
Journal:  J Org Chem       Date:  1998-08-21       Impact factor: 4.354
  1 in total
  9 in total

1.  Synthetic Studies on Palau'amine. Construction of the Cyclopentane Core via an Asymmetric 1,3-Dipolar Cycloaddition.

Authors:  Kosuke Namba; Makto Inai; Uta Sundermeier; Thomas J Greshock; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2010-12-15       Impact factor: 2.415

2.  Synthetic (±)-axinellamines deficient in halogen.

Authors:  Hui Ding; Andrew G Roberts; Patrick G Harran
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-19       Impact factor: 15.336

3.  Enantioselective total syntheses of (-)-palau'amine, (-)-axinellamines, and (-)-massadines.

Authors:  Ian B Seiple; Shun Su; Ian S Young; Akifumi Nakamura; Junichiro Yamaguchi; Lars Jørgensen; Rodrigo A Rodriguez; Daniel P O'Malley; Tanja Gaich; Matthias Köck; Phil S Baran
Journal:  J Am Chem Soc       Date:  2011-08-23       Impact factor: 15.419

Review 4.  Biosynthesis, asymmetric synthesis, and pharmacology, including cellular targets, of the pyrrole-2-aminoimidazole marine alkaloids.

Authors:  Ali Al-Mourabit; Manuel A Zancanella; Supriya Tilvi; Daniel Romo
Journal:  Nat Prod Rep       Date:  2011-05-09       Impact factor: 13.423

5.  Total Synthesis of Ageliferin via Acyl N-amidinyliminium Ion Rearrangement.

Authors:  Hui Ding; Andrew G Roberts; Patrick G Harran
Journal:  Chem Sci       Date:  2013-01-01       Impact factor: 9.825

6.  Proximity effects in nucleophilic addition reactions to medium-bridged twisted lactams: remarkably stable tetrahedral intermediates.

Authors:  Michal Szostak; Lei Yao; Jeffrey Aubé
Journal:  J Am Chem Soc       Date:  2010-02-17       Impact factor: 15.419

7.  Total synthesis of palau'amine.

Authors:  Ian B Seiple; Shun Su; Ian S Young; Chad A Lewis; Junichiro Yamaguchi; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2010-02-01       Impact factor: 15.336

Review 8.  A submarine journey: the pyrrole-imidazole alkaloids.

Authors:  Barbara Forte; Beatrice Malgesini; Claudia Piutti; Francesca Quartieri; Alessandra Scolaro; Gianluca Papeo
Journal:  Mar Drugs       Date:  2009-11-27       Impact factor: 5.118

9.  Total synthesis of palau'amine.

Authors:  Kosuke Namba; Kohei Takeuchi; Yukari Kaihara; Masataka Oda; Akira Nakayama; Atsushi Nakayama; Masahiro Yoshida; Keiji Tanino
Journal:  Nat Commun       Date:  2015-11-04       Impact factor: 14.919
  9 in total

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