Issue 29, 2019
From the journal:

Chemical Communications

2,7-Diazabicyclo[2.2.1]heptanes: novel asymmetric access and controlled bridge-opening†

Gary R. Peczkowski,a   Philip G. E. Craven, ORCID logo a   Darren Steadb  and  Nigel S. Simpkins ORCID logo *a  

* Corresponding authors

a School of Chemistry, University of Birmingham, Edgbaston, Birmingham, UK
E-mail: N.Simpkins@bham.ac.uk

b Medicinal Chemistry, Oncology, IMED Biotech Unit, AstraZeneca, Cambridge, UK

Abstract

Organocatalysed asymmetric Michael additions of substituted triketopiperazines to enones afford products in high yield and enantiomeric ratio (er). Further modification delivers products possessing natural product (NP) scaffolds including diazabicyclo[2.2.1]heptane, prolinamide and harmicine.

Graphical abstract: 2,7-Diazabicyclo[2.2.1]heptanes: novel asymmetric access and controlled bridge-opening

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Article information

DOI
https://doi.org/10.1039/C8CC10263E
Article type
Communication
Submitted
28 Dec 2018
Accepted
08 Mar 2019
First published
12 Mar 2019
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2019,55, 4214-4217

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2,7-Diazabicyclo[2.2.1]heptanes: novel asymmetric access and controlled bridge-opening

G. R. Peczkowski, P. G. E. Craven, D. Stead and N. S. Simpkins, Chem. Commun., 2019, 55, 4214 DOI: 10.1039/C8CC10263E

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