Microscale determination of the absolute configuration of alpha-aryl-substituted alcohols by the CD exciton chirality method
J Org Chem
; 65(1): 186-90, 2000 Jan 14.
Article
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| MEDLINE
| ID: mdl-10813914
ABSTRACT
The absolute configurations of a broad spectrum of aryl alcohols 1 have been determined for the first time by the CD exciton chirality method. The configurational assignment is additionally verified by computer modeling and lipase-catalyzed acetylation of the racemic alcohols. The CD-spectroscopic data have revealed that the S enantiomers of the benzoate derivatives 2 display a positive first Cotton effect and the R enantiomers a negative one at around 228 nm. Thus, the sense of the first Cotton effect of the benzoate derivative 2 allows a reliable assignment of the absolute configuration of the corresponding alcohol 1.
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Base de datos:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Año:
2000
Tipo del documento:
Article