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Conformational study of a-arylethylamides of (-)-camphanic acid (CROSBI ID 81152)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Hameršak, Zdenko ; Selestrin, Ana ; Lesac, Andreja ; Šunjić, Vitomir Conformational study of a-arylethylamides of (-)-camphanic acid // Tetrahedron: asymmetry, 9 (1998), 11; 1891-1897. doi: 10.1016/S0957-4166(98)00162-1

Podaci o odgovornosti

Hameršak, Zdenko ; Selestrin, Ana ; Lesac, Andreja ; Šunjić, Vitomir

engleski

Conformational study of a-arylethylamides of (-)-camphanic acid

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.

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Podaci o izdanju

9 (11)

1998.

1891-1897

objavljeno

0957-4166

10.1016/S0957-4166(98)00162-1

Povezanost rada

Kemija

Poveznice
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