Literature DB >> 17249800

Development of an access route to the c31-c52 central core of amphidinol 3.

Matthew W Bedore1, Shuh-Kuen Chang, Leo A Paquette.   

Abstract

[reaction: see text] An asymmetric synthesis of the heavily oxygenated inner sector of amphidinol 3 constituted of C31-C52 is described. The successful pathway highlights construction of the pair of identical tetrahydropyran subunits from a common intermediate.

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Year:  2007        PMID: 17249800     DOI: 10.1021/ol062875+

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


  6 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.  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

3.  Synthesis of C-linked α-Gal and α-GalNAc-1'-hydroxyalkanes by way of C2 functionality transfer.

Authors:  Ernest G Nolen; Ezra S Hornik; Kendra B Jeans; Weiyu Zhong; Danielle M LaPaglia
Journal:  Tetrahedron Lett       Date:  2021-04-23       Impact factor: 2.032

4.  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

5.  Karlotoxin synthetic studies: concise synthesis of a C(42-63) B-ring tetrahydropyran fragment.

Authors:  Takashi Tomioka; Yusuke Takahashi; Toshihide Maejima; Yuki Yabe; Hiroki Iwata; Mark T Hamann
Journal:  Tetrahedron Lett       Date:  2013-11-01       Impact factor: 2.415

6.  A highly convergent synthesis of the C1-C31 polyol domain of amphidinol 3 featuring a TST-RCM reaction: confirmation of the revised relative stereochemistry.

Authors:  Aleksandr Grisin; P Andrew Evans
Journal:  Chem Sci       Date:  2015-08-06       Impact factor: 9.825

  6 in total

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