Literature DB >> 17639136

Toward the total synthesis of spirastrellolide A. Part 3: intelligence gathering and preparation of a ring-expanded analogue.

Alois Fürstner1, Bernhard Fasching, Gregory W O'Neil, Michaël D B Fenster, Cédrickx Godbout, Julien Ceccon.   

Abstract

Different methods for the formation of the C.25-C.26 bond of spirastrellolide A () are evaluated that might qualify for the end game of the projected total synthesis, with emphasis on metathetic ways to forge the macrocyclic frame.

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Year:  2007        PMID： 17639136     DOI： 10.1039/b707835h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

1.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

2.  Allylmalonate as an activator subunit for the initiation of relay ring-closing metathesis reactions.

Authors:  Thomas R Hoye; Junha Jeon; Manomi A Tennakoon
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-21       Impact factor: 15.336

3.  Spirastrellolide B: construction of the C(26)-C(40) northern hemisphere and a related [5,5,7]-bis-spiroketal analogue.

Authors:  Xiaozhao Wang; Thomas J Paxton; Ningkun Li; Amos B Smith
Journal:  Org Lett       Date:  2012-07-24       Impact factor: 6.005

4.  Spirastrellolide E: Synthesis of an advanced C(1)-C(24) southern hemisphere.

Authors:  Alexander Sokolsky; Xiaozhao Wang; Amos B Smith
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  Spirastrellolide Studies. Synthesis of the C(1)-C(25) Southern Hemispheres of Spirastrellolides A and B, Exploiting Anion Relay Chemistry.

Authors:  Amos B Smith; Helmars Smits; Dae-Shik Kim
Journal:  Tetrahedron       Date:  2010-08-14       Impact factor: 2.457

6.  Evolution of a Unified Strategy for Complex Sesterterpenoids: Progress toward Astellatol and the Total Synthesis of (-)-Nitidasin.

Authors:  Daniel T Hog; Florian M E Huber; Gonzalo Jiménez-Osés; Peter Mayer; Kendall N Houk; Dirk Trauner
Journal:  Chemistry       Date:  2015-08-20       Impact factor: 5.236

7.  Synthesis of a C(1)-C(23) fragment for spirastrellolide E: development of a mechanistic rationale for spiroketalization.

Authors:  Alexander Sokolsky; Martin Cattoen; Amos B Smith
Journal:  Org Lett       Date:  2015-04-06       Impact factor: 6.005

8.  Synthesis of the C9-C25 Subunit of Spirastrellolide B.

Authors:  Soma Maitra; Mahipal Bodugam; Salim Javed; Paul R Hanson
Journal:  Org Lett       Date:  2016-06-14       Impact factor: 6.005

9.  Lessons from Natural Product Total Synthesis: Macrocyclization and Postcyclization Strategies.

Authors:  Alois Fürstner
Journal:  Acc Chem Res       Date:  2021-01-28       Impact factor: 22.384
  9 in total

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