Issue 20, 2009
From the journal:

Chemical Communications

Traceless solid phase synthesis of natural product inspired cis-1,2-dehydrodecalins†

Masahito Yoshida,a   Christian Hedberg,a   Markus Kaiserc  and  Herbert Waldmann*ab  

* Corresponding authors

a Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Str. 11, Dortmund, Germany
E-mail: herbert.waldmann@mpi-dortmund.mpg.de
Fax: +49 231-133-2499
Tel: +49 231-133-2400

b Technische Universität Dortmund, Fakultät Chemie, Chemische Biologie, Otto-Hahn-Str. 6, Dortmund, Germany

c Chemical Genomics Centre der Max-Planck-Gesellschaft, Otto-Hahn-Str. 15, Dortmund, Germany

Abstract

A tetrazole-based traceless linker for Diels–Alder reactions on solid support which can be cleaved by Pd(0)-, Cu(I)- and Ag(I)-assisted nucleophilic displacements has been developed and applied to the solid-phase/traceless release synthesis of natural product inspired cis-decalins.

Graphical abstract: Traceless solid phase synthesis of natural product inspired cis-1,2-dehydrodecalins

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Article information

DOI
https://doi.org/10.1039/B901041F
Article type
Communication
Submitted
16 Jan 2009
Accepted
16 Mar 2009
First published
01 Apr 2009

Chem. Commun., 2009, 2926-2928

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Traceless solid phase synthesis of natural product inspired cis-1,2-dehydrodecalins

M. Yoshida, C. Hedberg, M. Kaiser and H. Waldmann, Chem. Commun., 2009, 2926 DOI: 10.1039/B901041F

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