Preparation of (R)- and (S)-1-adamantyl-9-anthrylmethanol. Conformational study and their behaviour as chiral solvating agents

Authors
Almer, S Cervello, E Jaime, C Virgili, A
Citation
S. Almer et al., Preparation of (R)- and (S)-1-adamantyl-9-anthrylmethanol. Conformational study and their behaviour as chiral solvating agents, TETRAHEDR-A, 10(19), 1999, pp. 3719-3725
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
19
Year of publication
1999
Pages
3719 - 3725
Database
ISI
SICI code
0957-4166(19990924)10:19<3719:PO(A(C>2.0.ZU;2-I
Abstract
Enantiopure forms of 1-adamantyl-9-anthrylmethanol were prepared and a conf ormational study was carried out by MM and NOE transfer methodologies. The absolute configuration was determined by combining dynamic NMR and theoreti cal calculations of the carbamate derivatives. The activity as a chiral sol vating agent was tested in the presence of oxygenated functional groups. (C ) 1999 Elsevier Science Ltd. All rights reserved.