Literature DB >> 16898828

Total synthesis of jimenezin via an intramolecular allylboration.

Nina G Bandur1, David Brückner, Reinhard W Hoffmann, Ulrich Koert.   

Abstract

[structure: see text] An efficient total synthesis of the annonaceous acetogenin jimenezin was achieved. The key steps used were a highly stereoselective intramolecular allylboration to establish the tetrahydropyran ring and an intramolecular Williamson reaction to close the tetrahydrofuran ring.

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Year:  2006        PMID: 16898828     DOI: 10.1021/ol0614471

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


  4 in total

1.  A catalytic enantioselective tandem allylation strategy for rapid terpene construction: application to the synthesis of pumilaside aglycon.

Authors:  Grace E Ferris; Kai Hong; Ian A Roundtree; James P Morken
Journal:  J Am Chem Soc       Date:  2013-02-07       Impact factor: 15.419

2.  Halogenoborane mediated allene cyclooligomerization.

Authors:  Xin Tao; Christian Wölke; Constantin G Daniliuc; Gerald Kehr; Gerhard Erker
Journal:  Chem Sci       Date:  2019-01-02       Impact factor: 9.825

3.  Assignment of Absolute Configuration of Bromoallenes by Vacuum-Ultraviolet Circular Dichroism (VUVCD).

Authors:  Taiki Umezawa; Nakaba Mizutani; Koichi Matsuo; Yuugo Tokunaga; Fuyuhiko Matsuda; Tatsuo Nehira
Journal:  Molecules       Date:  2021-02-27       Impact factor: 4.411

4.  Recent progress on the total synthesis of acetogenins from Annonaceae.

Authors:  Nianguang Li; Zhihao Shi; Yuping Tang; Jianwei Chen; Xiang Li
Journal:  Beilstein J Org Chem       Date:  2008-12-05       Impact factor: 2.883

  4 in total

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