P-Chiral 2-{1´-[butyl(phenyl)phosphanyl]ferrocen-1-yl}-4-isopropyl-4,5-dihydrooxazoles: A Second Chirality Center in Catalytic System.

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F05%3A00013577" target="_blank" >RIV/60461373:22310/05:00013577 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/05:00007813 RIV/00216208:11310/05:7813
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
P-Chiral 2-{1´-[butyl(phenyl)phosphanyl]ferrocen-1-yl}-4-isopropyl-4,5-dihydrooxazoles: A Second Chirality Center in Catalytic System.
Original language description
P-Chiral (S,RP)-2-{1´-[butyl(phenyl)phosphanyl]ferrocen-1-yl}-4-isopropyl-4,5-dihydrooxazole (6) and (S,SP)-2-{1´-[butyl(phenyl)phosphanyl]ferrocen-1-yl}-4-isopropyl-4,5-dihydrooxazole (7) were prepared by the procedure developed by Jugé, starting from enantiomerically pure (-)- or (+)-ephedrine and dichloro(phenyl)phosphine. Compounds 6 and 7 were examined for asymmetric induction in the Pd-catalyzed reaction of rac-1,3-diphenylallyl acetate with dimethyl malonate. The best results were obtained with 7(98 % ee), while 6 gave 82 % ee.
Czech name
P-Chiral 2-{1´-[butyl(phenyl)phosphanyl]ferrocen-1-yl}-4-isopropyl-4,5-dihydrooxazoles: A Second Chirality Center in Catalytic System.
Czech description
Z enantiomerně čistého (+) případně (-) efedrinu a dichlor(fenyl)fosfinu byl připraven P-chirální (S, RP)-2-[1'-{butyl(fenyl)fosfanyl}ferrocenyl]-4-isopropyl-4,5-dihydrooxazol (6) a (S, SP)-2-[1'-{butyl(fenyl)fosfanyl}ferrocenyl]-4-isopropyl-4,5-dihydrooxazol (7). Byla testována asymetrická indukce ligandů 6 a 7 na Pd-katalyzované reakci rac-1,3-difenylpropenyl acetatátu s dimethylmalonátem. Nejlepších výsledků bylo dosaženo s ligandem 7 (98% ee), ligand 6 poskytl 82% ee.

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
2005
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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