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

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. Organo...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-04, Vol.55 (29), p.4214-4217
Main Authors: Peczkowski, Gary R, Craven, Philip G. E, Stead, Darren, Simpkins, Nigel S
Format: Article
Language:English
Subjects:
Access control
Crystallography
Heptanes
Natural products
NMR
Nuclear magnetic resonance
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Summary: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. 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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc10263e