Literature DB >> 17397225

Preparation of the 5/5-spiroketal of the ritterazines.

Douglass F Taber1, Jean-Michel Joerger.   

Abstract

The enantiomerically pure 5/5-spiroketal required for the synthesis of the ritterazines has been prepared with high diastereocontrol by ring closure followed by equilibration.

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Year:  2007        PMID: 17397225      PMCID: PMC3248825          DOI: 10.1021/jo0626461

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  10 in total

1.  Redox refunctionalization of steroid spiroketals. Structure correction of ritterazine M.

Authors:  Seongmin Lee; Thomas G LaCour; Douglas Lantrip; Philip L Fuchs
Journal:  Org Lett       Date:  2002-02-07       Impact factor: 6.005

2.  A biomimetically inspired, efficient synthesis of the South 7 hemisphere of cephalostatin 7.

Authors:  Jong Seok Lee; Philip L Fuchs
Journal:  J Am Chem Soc       Date:  2005-09-28       Impact factor: 15.419

3.  Alkynyltrifluoroborates as versatile tools in organic synthesis: a new route to spiroketals.

Authors:  Jan Doubský; Ludvík Streinz; David Saman; Jirí Zedník; Bohumír Koutek
Journal:  Org Lett       Date:  2004-12-23       Impact factor: 6.005

4.  Synthesis of stereodefined polysubstituted olefins. 1. Sequential intermolecular reactions involving selective, stepwise insertion of Pd(0) into allylic and vinylic halide bonds. The stereoselective synthesis of disubstituted olefins.

Authors:  M G Organ; J T Cooper; L R Rogers; F Soleymanzadeh; T Paul
Journal:  J Org Chem       Date:  2000-11-17       Impact factor: 4.354

5.  Isolation of 13 New Ritterazines from the Tunicate Ritterella tokioka and Chemical Transformation of Ritterazine B(1).

Authors:  Seketsu Fukuzawa; Shigeki Matsunaga; Nobuhiro Fusetani
Journal:  J Org Chem       Date:  1997-06-27       Impact factor: 4.354

6.  New oxidative tools for the functionalization of the cephalostatin north 1 hemisphere.

Authors:  Jong Seok Lee; Philip L Fuchs
Journal:  Org Lett       Date:  2003-06-26       Impact factor: 6.005

7.  Computationally guided organometallic chemistry: preparation of the heptacyclic pyrazine core of ritterazine N.

Authors:  Douglass F Taber; Karen V Taluskie
Journal:  J Org Chem       Date:  2006-03-31       Impact factor: 4.354

8.  Total synthesis of (+/-)-trachyspic acid and determination of the relative configuration.

Authors:  Kanako Hirai; Hidenori Ooi; Tomoyuki Esumi; Yoshiharu Iwabuchi; Susumi Hatakeyama
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005

9.  Ritterazine B, a new cytotoxic natural compound, induces apoptosis in cancer cells.

Authors:  Takefumi Komiya; Nobuhiro Fusetani; Shigeki Matsunaga; Akihito Kubo; Frederic J Kaye; Michael J Kelley; Kenji Tamura; Makoto Yoshida; Masahiro Fukuoka; Kazuhiko Nakagawa
Journal:  Cancer Chemother Pharmacol       Date:  2003-01-14       Impact factor: 3.333

10.  Antineoplastic agents. 398. Isolation and structure elucidation of cephalostatins 18 and 19.

Authors:  G R Pettit; R Tan; J Xu; Y Ichihara; M D Williams; M R Boyd
Journal:  J Nat Prod       Date:  1998-07       Impact factor: 4.050

  10 in total
  2 in total

Review 1.  Chemistry of trisdecacyclic pyrazine antineoplastics: the cephalostatins and ritterazines.

Authors:  Seongmin Lee; Thomas G LaCour; Philip L Fuchs
Journal:  Chem Rev       Date:  2009-06       Impact factor: 60.622

2.  Synthesis of the spiroiminal moiety and approaches to the synthesis of marineosins A and B.

Authors:  Xiao-Chuan Cai; Barry B Snider
Journal:  J Org Chem       Date:  2013-11-21       Impact factor: 4.354

  2 in total

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