Literature DB >> 12659593

Synthesis of the complete carbocyclic skeleton of vinigrol.

Lionel Gentric1, Issam Hanna, Louis Ricard.   

Abstract

[reaction: see text] An efficient entry to the fully elaborated skeleton of vinigrol is described. The installation of the desired stereochemistry at C(12) and the construction of the eight-membered ring were achieved in one operation by a remarkably facile anionic oxy-Cope rearrangement of Z-isopropenyl isomer 24.

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Year:  2003        PMID： 12659593     DOI： 10.1021/ol034217k

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


  6 in total

1.  Total synthesis of vinigrol.

Authors:  Thomas J Maimone; Jun Shi; Shinji Ashida; Phil S Baran
Journal:  J Am Chem Soc       Date:  2009-12-02       Impact factor: 15.419

2.  Synthetic Approaches and Total Syntheses of Vinigrol, a Unique Diterpenoid.

Authors:  Cristian Draghici; Jon T Njardarson
Journal:  Tetrahedron       Date:  2015-06-10       Impact factor: 2.457

3.  Evolution of an oxidative dearomatization enabled total synthesis of vinigrol.

Authors:  Qingliang Yang; Cristian Draghici; Jon T Njardarson; Fang Li; Brandon R Smith; Pradipta Das
Journal:  Org Biomol Chem       Date:  2014-01-14       Impact factor: 3.876

4.  Total synthesis of vinigrol.

Authors:  Qingliang Yang; Jon T Njardarson; Cristian Draghici; Fang Li
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-01       Impact factor: 15.336

5.  Rapid assembly of vinigrol's unique carbocyclic skeleton.

Authors:  Jason G M Morton; Cristian Draghici; Laura D Kwon; Jon T Njardarson
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005

6.  Synthesis of the Right-Side Structure of Type B Physalins.

Authors:  Masaki Morita; Shuntaro Kojima; Megumi Ohkubo; Hiroyuki Koshino; Daisuke Hashizume; Go Hirai; Keiji Maruoka; Mikiko Sodeoka
Journal:  Isr J Chem       Date:  2016-11-09       Impact factor: 3.333
  6 in total

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