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Reaction of Tröger’s base analogues with Vilsmeier reagents |
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| Authors: | Qasim M. MalikAndrew B. Mahon Donald C. CraigAndrew C. Try |
| Affiliation: | a Department of Chemistry and Biomolecular Sciences, Macquarie University, Sydney, NSW 2109, Australia b School of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia |
| Abstract: | As part of a program aimed at introducing functionality onto the Tröger’s base framework post-synthesis, we investigated the formylation reaction of Tröger’s base analogues with Vilsmeier reagents. We found that rather than the anticipated reaction at the aryl rings, these compounds react with Vilsmeier reagents to afford compounds with a modified strap, whereby the apical methylene group is replaced by a methylene strap bearing an N,N-disubstituted amine. |
| Keywords: | Vilsmeier Trö ger&rsquo s base Chirality X-ray Bridge-modification |
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