Literature DB >> 11820900

Formal total synthesis of (+/-)-vindoline by tandem radical cyclization.

Sheng-ze Zhou1, Sacha Bommezijn, John A Murphy.   

Abstract

A formal total synthesis of (+/-)-vindoline 1 has been achieved featuring the tandem cyclization of radicals produced from the iodoaryl azide 19a.

Entities:  

Year:  2002        PMID： 11820900     DOI： 10.1021/ol0171618

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


  6 in total

1.  Total synthesis of (-)- and ent-(+)-vindoline.

Authors:  Younggi Choi; Hayato Ishikawa; Juraj Velcicky; Gregory I Elliott; Michael M Miller; Dale L Boger
Journal:  Org Lett       Date:  2005-09-29       Impact factor: 6.005

2.  Total synthesis of (-)- and ent-(+)-vindoline and related alkaloids.

Authors:  Hayato Ishikawa; Gregory I Elliott; Juraj Velcicky; Younggi Choi; Dale L Boger
Journal:  J Am Chem Soc       Date:  2006-08-16       Impact factor: 15.419

3.  Asymmetric total synthesis of vindoline.

Authors:  Daisuke Kato; Yoshikazu Sasaki; Dale L Boger
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

4.  Asymmetric total synthesis of vindorosine, vindoline, and key vinblastine analogues.

Authors:  Yoshikazu Sasaki; Daisuke Kato; Dale L Boger
Journal:  J Am Chem Soc       Date:  2010-09-29       Impact factor: 15.419

5.  Total synthesis and evaluation of vinblastine analogues containing systematic deep-seated modifications in the vindoline subunit ring system: core redesign.

Authors:  Kristin D Schleicher; Yoshikazu Sasaki; Annie Tam; Daisuke Kato; Katharine K Duncan; Dale L Boger
Journal:  J Med Chem       Date:  2013-01-04       Impact factor: 7.446

6.  Total Synthesis of (-)-Vindoline and (+)-4-epi-Vindoline Based on a 1,3,4-Oxadiazole Tandem Intramolecular [4 + 2]/[3 + 2] Cycloaddition Cascade Initiated by an Allene Dienophile.

Authors:  Justin E Sears; Timothy J Barker; Dale L Boger
Journal:  Org Lett       Date:  2015-10-12       Impact factor: 6.005
  6 in total

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