Literature DB >> 16288543

Synthesis of the C(43)-C(67) fragment of amphidinol 3.

Jacqueline D Hicks1, Eric M Flamme, William R Roush.   

Abstract

[reaction: see text] A synthesis of the C(43)-C(67) fragment of amphidinol 3 (AM3) has been accomplished by a route that features the use of a double allylboration reaction for synthesis of 1,5-diol 4b, which serves as a precursor to dihydropyran 11.

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Year:  2005        PMID: 16288543     DOI: 10.1021/ol052322j

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


  12 in total

1.  Stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin.

Authors:  Ricardo Lira; William R Roush
Journal:  Org Lett       Date:  2007-02-01       Impact factor: 6.005

2.  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

3.  Accessing Both Retention and Inversion Pathways in Stereospecific, Nickel-Catalyzed Miyaura Borylations of Allylic Pivalates.

Authors:  Qi Zhou; Harathi D Srinivas; Songnan Zhang; Mary P Watson
Journal:  J Am Chem Soc       Date:  2016-09-02       Impact factor: 15.419

4.  Enantio- and diastereoselective synthesis of (E)-1,5-syn-diols: application to the synthesis of the C(23)-C(40) fragment of tetrafibricin.

Authors:  Jeremy Kister; Philippe Nuhant; Ricardo Lira; Achim Sorg; William R Roush
Journal:  Org Lett       Date:  2011-03-04       Impact factor: 6.005

5.  Development of a Double Allylboration Reagent Targeting 1,5-syn-(E)-Diols: Application to the Synthesis of the C(23)-C(40) Fragment of Tetrafibricin.

Authors:  Philippe Nuhant; Jeremy Kister; Ricardo Lira; Achim Sorg; William R Roush
Journal:  Tetrahedron       Date:  2011-09-02       Impact factor: 2.457

6.  Enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers using a cross-metathesis allylboration sequence.

Authors:  SusAnn M Winbush; William R Roush
Journal:  Org Lett       Date:  2010-10-01       Impact factor: 6.005

7.  Synthesis of the bis-tetrahydropyran core of amphidinol 3.

Authors:  Michael T Crimmins; Timothy J Martin; Theodore A Martinot
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

8.  Enantioselective synthesis of 2-methyl-1,2-syn- and 2-methyl-1,2-anti-3-butenediols via allene hydroboration-aldehyde allylboration reaction sequences.

Authors:  Ming Chen; Masaki Handa; William R Roush
Journal:  J Am Chem Soc       Date:  2009-10-21       Impact factor: 15.419

9.  Concerning the selective protection of (Z)-1,5-syn-ene-diols and (E)-1,5-anti-ene-diols as allylic triethylsilyl ethers.

Authors:  Jacqueline D Hicks; Chan Woo Huh; Ashley D Legg; William R Roush
Journal:  Org Lett       Date:  2007-11-21       Impact factor: 6.005

10.  Synthesis of the C1-C52 fragment of amphidinol 3, featuring a beta-alkoxy alkyllithium addition reaction.

Authors:  John R Huckins; Javier de Vicente; Scott D Rychnovsky
Journal:  Org Lett       Date:  2007-10-18       Impact factor: 6.005

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