Facile synthesis of guanidine functionalised building blocks
| dc.contributor.author | Hickey, S.M. | |
| dc.contributor.author | Ashton, T.D. | |
| dc.contributor.author | Pfeffer, F.M. | |
| dc.date.issued | 2015 | |
| dc.description | Data source: Supporting Information, http://onlinelibrary.wiley.com.access.library.unisa.edu.au/doi/10.1002/ajoc.201402242/suppinfo | |
| dc.description.abstract | Three useful developments in the preparation of guanidines are presented herein. A collection of bis(Boc)aminoalkylguanidines (n=2, 3, 4 and 6; Boc=tert-butoxycarbonyl), known to be prone to cyclisation, have been synthesised and isolated without chromatography as shelf-stable sulfonate salts in good yield (up to 94%). Secondly, a selection of guanidines tethered to a range of other functional groups, including alkyne, alkene, alcohol, and azide, have been prepared in good yields with no requirement for a purification step, and thirdly an inexpensive, high-yielding (93%), and facile synthesis of N,N'-bis(Boc)guanidine, a key precursor for N,N'-bis(Boc)-N'-triflylguanidine, is described in which the need for chromatographic purification is again obviated. | |
| dc.identifier.citation | Asian Journal of Organic Chemistry, 2015; 4(4):320-326 | |
| dc.identifier.doi | 10.1002/ajoc.201402242 | |
| dc.identifier.issn | 2193-5807 | |
| dc.identifier.issn | 2193-5815 | |
| dc.identifier.orcid | Hickey, S.M. [0000-0002-3063-531X] | |
| dc.identifier.uri | https://hdl.handle.net/11541.2/116941 | |
| dc.language.iso | en | |
| dc.publisher | Wiley-VCH | |
| dc.relation.funding | Deakin University and in particular the Strategic Research Centre for Chemistry and Biotechnology | |
| dc.relation.funding | S.M.H. top-up scholarship | |
| dc.relation.funding | ARC LE110100141 | |
| dc.rights | Copyright 2015 Wiley-VCH | |
| dc.source.uri | https://doi.org/10.1002/ajoc.201402242 | |
| dc.subject | bis(boc)aminoalkylguanidines | |
| dc.subject | convergent synthesis | |
| dc.subject | guanidine | |
| dc.subject | synthetic methods | |
| dc.title | Facile synthesis of guanidine functionalised building blocks | |
| dc.type | Journal article | |
| pubs.publication-status | Published | |
| ror.mmsid | 9916014711501831 |