Literature DB >> 12735735

Synthetic studies on borrelidin: enantioselective synthesis of the C1-C12 fragment.

Binh G Vong1, Sunny Abraham, Alan X Xiang, Emmanuel A Theodorakis.   

Abstract

[structure: see text] An efficient, enantioselective synthesis of the C1-C12 fragment 2 of borrelidin is presented. Construction of the "skipped" polymethylene chain of 2 was accomplished by iteration of Myers' alkylation, while formation of the C3 stereocenter was achieved by Roush's asymmetric allylboration methodology.

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Year:  2003        PMID: 12735735     DOI: 10.1021/ol034243i

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  Synthesis of the southern FGHI ring system of azaspiracid-1 and investigation into the controlling elements of C28- and C36-ketalization.

Authors:  Xiao-Ti Zhou; Liang Lu; Daniel P Furkert; Charles E Wells; Rich G Carter
Journal:  Angew Chem Int Ed Engl       Date:  2006-11-20       Impact factor: 15.336

2.  Enantioselective total synthesis of amphidinolide F.

Authors:  Subham Mahapatra; Rich G Carter
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-05       Impact factor: 15.336

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Journal:  J Am Chem Soc       Date:  2004-11-17       Impact factor: 15.419

4.  Convergent synthesis of deoxypropionates.

Authors:  Peter S Diez; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-05       Impact factor: 15.336

5.  Efficient synthesis of the C(7)-C(20) subunit of amphidinolides C and F.

Authors:  Subham Mahapatra; Rich G Carter
Journal:  Org Biomol Chem       Date:  2009-09-16       Impact factor: 3.876

6.  Toward Generalization of Iterative Small Molecule Synthesis.

Authors:  Jonathan W Lehmann; Daniel J Blair; Martin D Burke
Journal:  Nat Rev Chem       Date:  2018-03-07       Impact factor: 34.035

7.  Synthesis and biological evaluation of (-)-dictyostatin and stereoisomers.

Authors:  Youseung Shin; Jean-Hugues Fournier; Arndt Brückner; Charitha Madiraju; Raghavan Balachandran; Brianne S Raccor; Michael C Edler; Ernest Hamel; Rachel P Sikorski; Andreas Vogt; Billy W Day; Dennis P Curran
Journal:  Tetrahedron       Date:  2007-08-27       Impact factor: 2.457

8.  Exploiting hidden symmetry in natural products: total syntheses of amphidinolides C and F.

Authors:  Subham Mahapatra; Rich G Carter
Journal:  J Am Chem Soc       Date:  2013-07-11       Impact factor: 15.419

9.  Total synthesis of (+)-azaspiracid-1. An exhibition of the intricacies of complex molecule synthesis.

Authors:  David A Evans; Lisbet Kvaernø; Travis B Dunn; André Beauchemin; Brian Raymer; Jason A Mulder; Edward J Olhava; Martin Juhl; Katsuji Kagechika; David A Favor
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

  9 in total

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