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Generation and hydrolysis of N-acyloxazolinium salts allowing regiospecific acylation of chiral amino alcohols
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dc.contributor.author | Aitken, R Alan | |
dc.contributor.author | Slawin, Alexandra Martha Zoya | |
dc.contributor.author | Wilson, Andrew | |
dc.date.accessioned | 2021-06-01T23:42:30Z | |
dc.date.available | 2021-06-01T23:42:30Z | |
dc.date.issued | 2020-06-15 | |
dc.identifier | 267649870 | |
dc.identifier | 386a90a6-b3eb-48dc-9a00-346a08f979f1 | |
dc.identifier | 85085914531 | |
dc.identifier | 000537354400003 | |
dc.identifier.citation | Aitken , R A , Slawin , A M Z & Wilson , A 2020 , ' Generation and hydrolysis of N -acyloxazolinium salts allowing regiospecific acylation of chiral amino alcohols ' , Chemistry of Heterocyclic Compounds , vol. 56 , no. 5 , pp. 611-614 . https://doi.org/10.1007/s10593-020-02707-3 | en |
dc.identifier.issn | 1573-8353 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/74872894 | |
dc.identifier.other | ORCID: /0000-0001-6959-5311/work/74872982 | |
dc.identifier.uri | https://hdl.handle.net/10023/23295 | |
dc.description.abstract | In an attempt to form 2-alkylidene-1,3-oxazolidines, chiral 2-oxazolines have been N-alkylated and N-acylated. Two new N-methyloxazolinium salts have been prepared and characterised but base treatment resulted in their decomposition. In contrast, attempts to isolate three N-benzoyloxazolinium salts gave the products of their ring hydrolysis: unsymmetrically diacylated amino alcohols whose structure was confirmed by x-ray diffraction in one case. Overall the method allows stepwise regiospecific N,O-diacylation of 1,2-amino alcohols. | |
dc.format.extent | 4 | |
dc.format.extent | 634094 | |
dc.language.iso | eng | |
dc.relation.ispartof | Chemistry of Heterocyclic Compounds | en |
dc.subject | Amino alcohols | en |
dc.subject | Acylation | en |
dc.subject | Oxazolines | en |
dc.subject | Oxazolinium salts | en |
dc.subject | Hydrolysis | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Generation and hydrolysis of N-acyloxazolinium salts allowing regiospecific acylation of chiral amino alcohols | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.identifier.doi | 10.1007/s10593-020-02707-3 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2021-06-02 |
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