Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F12%3A39894593" target="_blank" >RIV/00216275:25310/12:39894593 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.tetasy.2012.06.016" target="_blank" >http://dx.doi.org/10.1016/j.tetasy.2012.06.016</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tetasy.2012.06.016" target="_blank" >10.1016/j.tetasy.2012.06.016</a>

Result language
angličtina
Original language name
Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions
Original language description
Starting from (1R,2S,3R)-camphordiamine and (hetero)aromatic imidates and orthoformate, nine new camphor-annelated NH-imidazolines were synthesized. Subsequent N-modification was carried out via methylation, acylation, benzoylation, and sulfonylation. Two regioisomers were usually isolated with the ratios reflecting the structure of the starting NH-imidazoline and the electrophile used. All of the successfully prepared N1- and C2-substituted camphor-annelated imidazolines were applied to the asymmetricversion of a Cu(II)-catalyzed Henry reaction. The electronic effects of both N1- and C2-pendants on the chemical and asymmetric outcomes of the nitroaldol reaction have been studied and discussed.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Publication year
2012
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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