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Assignment of relative configurations and conformational study of acyclic diastereomeric ketones

✍ Scribed by C. Alvarez-Ibarra; M. S. Arias-Pérez; E. Moya


Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
637 KB
Volume
28
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The conformational analysis and the assignment of relative configurations [(RR, SS) and (RS, SR)] to the dia‐stereomeric racemates of two acyclic ketones with two asymmetric carbons, ±‐2,2,7,7‐tetramethyl‐5,6‐diphenyloctan‐3‐one and ±‐5,5‐dimethyl‐1,3,4‐triphenylhexan‐1‐one, have been achieved by analysis of^1^H‐^1^H geminal and vicinal coupling constants, ^13^C–^1^H direct coupling constants and ^13^C chemical shifts. This study allows the establishment of the monoconformational character of the (RR, SS) diastereomers. The application of the empirical equation of Haasnoot et al. supports this hypothesis.


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