Literature DB >> 20161287

Total Synthesis of Tovophyllin B.

Valer Jeso1, K C Nicolaou.   

Abstract

The first total synthesis of tovophyllin B (2), an antimicrobial xanthone derived from mangosteen, has been accomplished through a convergent strategy from building blocks 6 and 7 involving lithium-mediated coupling, dehydrative cyclization, and 6π electrocyclization as key steps.

Entities:  

Year:  2009        PMID： 20161287      PMCID： PMC2683023          DOI： 10.1016/j.tetlet.2008.12.096

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  Effect of Calcium Reagents on Aldol Reactions of Phenolic Enolates with Aldehydes in Alcohol.

Authors:  Hiroyuki Saimoto; Koji Yoshida; Tetsuya Murakami; Minoru Morimoto; Hitoshi Sashiwa; Yoshihiro Shigemasa
Journal:  J Org Chem       Date:  1996-10-04       Impact factor: 4.354

2.  Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana.

Authors:  Sunit Suksamrarn; Narisara Suwannapoch; Wong Phakhodee; Janthana Thanuhiranlert; Piniti Ratananukul; Nitirat Chimnoi; Apichart Suksamrarn
Journal:  Chem Pharm Bull (Tokyo)       Date:  2003-07       Impact factor: 1.645

3.  Total synthesis of 1-O-methyllateriflorone.

Authors:  K C Nicolaou; Pradip K Sasmal; Hao Xu; Kenji Namoto; Andreas Ritzén
Journal:  Angew Chem Int Ed Engl       Date:  2003-09-15       Impact factor: 15.336

4.  Unified synthesis of caged Garcinia natural products based on a site-selective Claisen/Diels-Alder/Claisen rearrangement.

Authors:  Eric J Tisdale; Irina Slobodov; Emmanuel A Theodorakis
Journal:  Proc Natl Acad Sci U S A       Date:  2004-06-21       Impact factor: 11.205

5.  Biomimetic total synthesis of gambogin and rate acceleration of pericyclic reactions in aqueous media.

Authors:  K C Nicolaou; Hao Xu; Markus Wartmann
Journal:  Angew Chem Int Ed Engl       Date:  2005-01-21       Impact factor: 15.336

6.  Asymmetric total synthesis of B-ring modified (-)-epicatechin gallate analogues and their modulation of beta-lactam resistance in Staphylococcus aureus.

Authors:  James C Anderson; Catherine Headley; Paul D Stapleton; Peter W Taylor
Journal:  Tetrahedron       Date:  2005-08-08       Impact factor: 2.457

7.  Biomimetically inspired total synthesis and structure activity relationships of 1-O-methyllateriflorone. 6 pi electrocyclizations in organic synthesis.

Authors:  K C Nicolaou; Pradip K Sasmal; Hao Xu
Journal:  J Am Chem Soc       Date:  2004-05-05       Impact factor: 15.419

8.  Biological activities of alpha-mangostin derivatives against acidic sphingomyelinase.

Authors:  Motoko Hamada; Kazuhiko Iikubo; Yuichi Ishikawa; Aya Ikeda; Kazuo Umezawa; Shigeru Nishiyama
Journal:  Bioorg Med Chem Lett       Date:  2003-10-06       Impact factor: 2.823
  8 in total
  6 in total

1.  Total synthesis of (±)-phomactin A. Lessons learned from respecting a challenging structural topology.

Authors:  Grant S Buchanan; Kevin P Cole; Yu Tang; Richard P Hsung
Journal:  J Org Chem       Date:  2011-08-05       Impact factor: 4.354

2.  Total syntheses of graphisin A and sydowinin B.

Authors:  Andrew Little; John A Porco
Journal:  Org Lett       Date:  2012-05-23       Impact factor: 6.005

3.  Constructing the Architecturally Distinctive ABD-Tricycle of Phomactin A through an Intramolecular Oxa-[3 + 3] Annulation Strategy.

Authors:  Grant S Buchanan; Kevin P Cole; Gang Li; Yu Tang; Ling-Feng You; Richard P Hsung
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

4.  Total Syntheses of Proposed (±)-Trichodermatides B and C.

Authors:  Qian Li; Yan-Shuang Xu; Gregory A Ellis; Timothy S Bugni; Yu Tang; Richard P Hsung
Journal:  Tetrahedron Lett       Date:  2013-10-09       Impact factor: 2.415

5.  Ethyl 2-amino-4-(4-fluoro-phen-yl)-6-meth-oxy-4H-benzo[h]chromene-3-carboxyl-ate.

Authors:  Ahmed M El-Agrody; Mohamed A Al-Omar; Abdel-Galil E Amr; Tze Shyang Chia; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-05-19

6.  Ethyl 2-amino-4-(4-methyl-1,3-thia-zol-5-yl)-5-oxo-4H,5H-pyrano[3,2-c]chromene-3-carboxyl-ate.

Authors:  V Karthikeyan; V Ramkumar; R Joel Karunakaran
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-08-10
  6 in total

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