Literature DB >> 15254627

Studies towards the total synthesis of batzelladine A.

Mark C Elliott1, Matthew S Long.   

Abstract

Application of a diastereoselective three-component coupling to the bicyclic core of the batzelladine alkaloids is described. The synthesis features the elaboration of glutamic acid by use of Eschenmoser sulfide contraction. An earlier approach is also included, which shows some limitations of dithiane chemistry when applied to the particular compounds required for this target.

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Year:  2004        PMID： 15254627     DOI： 10.1039/b404679j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  Total synthesis of (+)-batzelladine A and (-)-batzelladine D via [4 + 2]-annulation of vinyl carbodiimides with N-alkyl imines.

Authors:  Michael A Arnold; Kenneth A Day; Sergio G Durón; David Y Gin
Journal:  J Am Chem Soc       Date:  2006-10-11       Impact factor: 15.419

2.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

3.  A convergent approach to batzelladine alkaloids. Total syntheses of (+)-batzelladine E, (-)-dehydrobatzelladine C, and (+)-batzelladine K.

Authors:  Christos Economou; Justin P Romaire; Tony Z Scott; Brendan T Parr; Seth B Herzon
Journal:  Tetrahedron       Date:  2018-04-18       Impact factor: 2.457

4.  Condensation reactions of guanidines with bis-electrophiles: Formation of highly nitrogenous heterocycles.

Authors:  David M Arnold; Matthew G Laporte; Shelby M Anderson; Peter Wipf
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

5.  The Eschenmoser coupling reaction under continuous-flow conditions.

Authors:  Sukhdeep Singh; J Michael Köhler; Andreas Schober; G Alexander Groß
Journal:  Beilstein J Org Chem       Date:  2011-08-25       Impact factor: 2.883

6.  Design, Synthesis, and Molecular Docking of Paracyclophanyl-Thiazole Hybrids as Novel CDK1 Inhibitors and Apoptosis Inducing Anti-Melanoma Agents.

Authors:  Ashraf A Aly; Stefan Bräse; Alaa A Hassan; Nasr K Mohamed; Lamiaa E Abd El-Haleem; Martin Nieger; Nesrin M Morsy; Mohammed B Alshammari; Mahmoud A A Ibrahim; Elshimaa M N Abdelhafez
Journal:  Molecules       Date:  2020-11-27       Impact factor: 4.411

Review 7.  Polycyclic Guanidine Alkaloids from Poecilosclerida Marine Sponges.

Authors:  Estelle Sfecci; Thierry Lacour; Philippe Amade; Mohamed Mehiri
Journal:  Mar Drugs       Date:  2016-04-09       Impact factor: 5.118
  7 in total

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