Pregled bibliografske jedinice broj: 15690
Conformational study of a-arylethylamides of (-)-camphanic acid
Conformational study of a-arylethylamides of (-)-camphanic acid // Tetrahedron: asymmetry, 9 (1998), 11; 1891-1897 doi:10.1016/S0957-4166(98)00162-1 (međunarodna recenzija, članak, znanstveni)
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Naslov
Conformational study of a-arylethylamides of (-)-camphanic acid
Autori
Hameršak, Zdenko ; Selestrin, Ana ; Lesac, Andreja ; Šunjić, Vitomir
Izvornik
Tetrahedron: asymmetry (0957-4166) 9
(1998), 11;
1891-1897
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Sažetak
The absolute conformation and configuration of diastereomeric amides (4A, B-6A, B) of 1S, 3R)-camphanic acid (lactone of 1-hydroxy-2, 2, 3-trimethylcyclopentan-1, 3-dicarboxylic acid, (-)-camphanic acid 9 with a-arylethylamines 1-3 are deduced from H NMR data and MM2 calculations. The absolute configuration (1'S) is assigned to the 4A-6A diastereomers, and the (1'R)-configuration to the 4B-6B diastereomers ; this assignment is confirmed by the preparation of 4A and 5A from enantiomerically pure (1'S)-a-arylethylamines 1 and 2, respectively. These results also enabled the assignment of pro-R and pro-S protons in the benzyl derivative 7.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus