Literature DB >> 17469838

Synthesis of an A-E gambieric acid subunit with use of a C-glycoside centered strategy.

Scott W Roberts1, Jon D Rainier.   

Abstract

This paper describes our synthesis of the A-E subunit of gambieric acid (GA) in addition to the synthesis of the A-ring and the C-E tricycle. The use of an enol ether-olefin RCM strategy to couple the A and C-E subunits and, in the process, generate the B-ring is noteworthy.

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Year:  2007        PMID： 17469838     DOI： 10.1021/ol0707970

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


  8 in total

1.  Indium-mediated allylation of aldehydes, ketones and sulfonimines with 2-(alkoxy)allyl bromides.

Authors:  Heemal Dhanjee; Thomas G Minehan
Journal:  Tetrahedron Lett       Date:  2010-10-20       Impact factor: 2.415

2.  Divergent synthesis and chemical reactivity of bicyclic lactone fragments of complex rearranged spongian diterpenes.

Authors:  Martin J Schnermann; Christopher M Beaudry; Nathan E Genung; Stephen M Canham; Nicholas L Untiedt; Breanne D W Karanikolas; Christine Sütterlin; Larry E Overman
Journal:  J Am Chem Soc       Date:  2011-10-11       Impact factor: 15.419

3.  Synthetic efforts towards the stereoselective synthesis of NF00659B1.

Authors:  Do-Yeon Kwon; Kiyoun Lee; Hyeri Park; Mi Jung Kim; Jiyong Hong
Journal:  Bioorg Med Chem Lett       Date:  2018-02-19       Impact factor: 2.823

4.  Golgi-modifying properties of macfarlandin E and the synthesis and evaluation of its 2,7-dioxabicyclo[3.2.1]octan-3-one core.

Authors:  Martin J Schnermann; Christopher M Beaudry; Anastasia V Egorova; Roman S Polishchuk; Christine Sütterlin; Larry E Overman
Journal:  Proc Natl Acad Sci U S A       Date:  2010-03-23       Impact factor: 11.205

5.  Olefinic ester and diene ring-closing metathesis using a reduced titanium alkylidene.

Authors:  Karthik Iyer; Jon D Rainier
Journal:  J Am Chem Soc       Date:  2007-09-27       Impact factor: 15.419

6.  Concise synthesis of the A/BCD-ring fragment of gambieric acid A.

Authors:  Haruhiko Fuwa; Ryo Fukazawa; Makoto Sasaki
Journal:  Front Chem       Date:  2015-01-13       Impact factor: 5.221

Review 7.  Carbonyl-Olefin Metathesis.

Authors:  Haley Albright; Ashlee J Davis; Jessica L Gomez-Lopez; Hannah L Vonesh; Phong K Quach; Tristan H Lambert; Corinna S Schindler
Journal:  Chem Rev       Date:  2021-06-16       Impact factor: 72.087

8.  Synthesis of the ABCDEF and FGHI ring system of yessotoxin and adriatoxin.

Authors:  Yuan Zhang; Jon D Rainier
Journal:  J Antibiot (Tokyo)       Date:  2016-03-09       Impact factor: 2.649
  8 in total

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