Determination of absolute configuration of trans-2-arylcyclohexanols usingremarkable aryl-induced H-1 NMR shifts in diastereomeric derivatives

Authors
Matsugi, M Itoh, K Nojima, M Hagimoto, Y Kita, Y
Citation
M. Matsugi et al., Determination of absolute configuration of trans-2-arylcyclohexanols usingremarkable aryl-induced H-1 NMR shifts in diastereomeric derivatives, TETRAHEDR L, 42(39), 2001, pp. 6903-6905
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
39
Year of publication
2001
Pages
6903 - 6905
Database
ISI
SICI code
0040-4039(20010924)42:39<6903:DOACOT>2.0.ZU;2-0
Abstract
A facile determination of the absolute configuration of trans-2-arylcyclohe xanols was achieved. It takes advantage of the observations of the remarkab le aryl-induced H-1 NMR shifts that seems to be ascribable to the discrimin ation of the diastereo-environment between intermediary optically active di astereomers by intramolecular CH/pi interaction. (C) 2001 Elsevier Science Ltd. All rights reserved.