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Digitale Medien

Chiral enamines derived from 2-(2′-pyrido)acetophenone and 2-(2′-quinolino)acetophenone as ligands in copper(I) catalyzed enantioselective cyclopropanations (1995)

Kirin, srećko I. ; Vinković, Vladimir ; Šunjić, Vitomir

New York, NY [u.a.] : Wiley-Blackwell

Chirality 7 (1995), S. 115-120

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ISSN: 0899-0042

Schlagwort(e): chiral 1,5-bisnitrogen ligands ; homogeneous asymmetric cyclopropanation ; copper(I) complexes ; enantioselectivity ; chiral gas chromatography ; Chemistry ; Organic Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Optically active enamines of 2-(2′-pyrido)acetophenone or 2-(2′-quinolino)acetophenone with (R)-1-phenylethylamine, (R)-1-(1-naphthyl)ethylamine, (R)-cyclohexylethylamine, and (R)-phenylglycinol were prepared and their copper(I) complexes used in the enantioselective cyclopropanation of styrene with ethyl- and menthyldiazoacetate. Enantioselectivities of up to 42% enantiomeric excess were obtained for cis/trans 2-phenylcyclopropan-1-carboxylic acid ethyl esters, as determined by gas-liquid chromatography (GLC) on chiral chromatographic columns. © 1995 Wiley-Liss, Inc.

Zusätzliches Material: 5 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/chir.530070302

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Digitale Medien

Pyridyl and Furyl Epoxides of More Than 99% Enantiomeric Purities: The Use of a Phosphazene Base (2000)

Solladié-Cavallo, Arlette ; Roje, Marin ; Isarno, Thomas ; [weitere]

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 1077-1080

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ISSN: 1434-193X

Schlagwort(e): Asymmetric synthesis ; Phosphazene base ; Pyridyl epoxide ; Furyl epoxide ; Pyridyl alcohol ; Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: ---trans-1-(2-Pyridyl)-, trans-1-(3-pyridyl)-, trans-1(2-furyl)-, and trans-1(3-furyl)-2-phenyl epoxides with enantiomeric purities ranging from 96.8 to 99.8% [in favor of the (+, EtOH)-isomer] are obtained in two steps from pure (R,R,R)-oxathiane which is recovered (85-90%) and reused. The chiral bidentate ligand 2-phenyl-(S)-1-(2-pyridyl)ethanol with 99.6% ee was obtained in three steps and 67% overall isolated yield.

Zusätzliches Material: 1 Ill.

Materialart: Digitale Medien

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Digitale Medien

Deuterium isotope effects on nuclear shielding. Cross-ring effects in rigid cyclic molecules (1993)

Mlinarić-Majerski, Kata ; Vinković, Vladimir ; Chyall, Leonard J. ; [weitere]

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 31 (1993), S. 903-905

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ISSN: 0749-1581

Schlagwort(e): 13C NMR ; 2-Methylene-d2-adamantane derivatives ; Deuterium isotope shifts ; Chemistry ; Analytical Chemistry and Spectroscopy

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Deuterium isotope effects on 13C NMR chemical shifts, (2H/1H)nΔ(13C), of 2-methylene-d2-adamantane, 4-methylene-d2-2-adamantanone and 6-methylene-d2-2-adamantanone are presented. Long-range effects (4Δ, 5Δ and 6Δ) in a range from 5 to - 23 ppb were observed. The results for 5Δ and 6Δ are explained in terms of cross-ring field effects resulting from the change of dipole due to deuterium substitution.

Zusätzliches Material: 1 Tab.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/mrc.1260311005

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