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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2012

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Tetrahedron Asymmetry

ISSN

0957-4166

e-ISSN

—

Svazek periodika

23

Číslo periodika v rámci svazku

13

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

10

Strana od-do

1010-1018

Kód UT WoS článku

000308054200013

EID výsledku v databázi Scopus

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