Issue 68, 2017
From the journal:

Chemical Communications

Diastereoselective synthesis of novel heterocyclic scaffolds through tandem Petasis 3-component/intramolecular Diels–Alder and ROM–RCM reactions†

Mette Ishoey, ORCID logo ‡a   Rico G. Petersen, ORCID logo ‡a   Michael Å. Petersen,a   Peng Wu,a   Mads H. Clausen*ab  and  Thomas E. Nielsen ORCID logo *acd  

* Corresponding authors

a Department of Chemistry, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark
E-mail: ten@sund.ku.dk, mhc@kemi.dtu.dk

b Center for Nanomedicine and Theranostics, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark

c Singapore Centre on Environmental Life Sciences Engineering, Nanyang Technological University, Singapore 63755, Singapore

d Costerton Biofilm Center, Department of Immunology and Microbiology, University of Copenhagen, Copenhagen DK-2200, Denmark

Abstract

A high-yielding, stereoselective and extraordinarily complexity-generating Petasis 3-component/intramolecular Diels–Alder reaction has been developed. In combination with ROM–RCM, rapid access to complex sp3-rich heterocyclic scaffolds amenable to subsequent functionalization and library synthesis is provided.

Graphical abstract: Diastereoselective synthesis of novel heterocyclic scaffolds through tandem Petasis 3-component/intramolecular Diels–Alder and ROM–RCM reactions

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Article information

DOI
https://doi.org/10.1039/C7CC02948A
Article type
Communication
Submitted
17 Apr 2017
Accepted
29 Jun 2017
First published
29 Jun 2017

Chem. Commun., 2017,53, 9410-9413

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Diastereoselective synthesis of novel heterocyclic scaffolds through tandem Petasis 3-component/intramolecular Diels–Alder and ROM–RCM reactions

M. Ishoey, R. G. Petersen, M. Å. Petersen, P. Wu, M. H. Clausen and T. E. Nielsen, Chem. Commun., 2017, 53, 9410 DOI: 10.1039/C7CC02948A

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