SOLUTION STRUCTURES OF A MONODENTATE CHIRAL LITHIUM AMIDE IN THE PRESENCE OF LITHIUM HALIDE

Authors
SUGASAWA K SHINDO M NOGUCHI H KOGA K
Citation
K. Sugasawa et al., SOLUTION STRUCTURES OF A MONODENTATE CHIRAL LITHIUM AMIDE IN THE PRESENCE OF LITHIUM HALIDE, Tetrahedron letters, 37(41), 1996, pp. 7377-7380
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
41
Year of publication
1996
Pages
7377 - 7380
Database
ISI
SICI code
0040-4039(1996)37:41<7377:SSOAMC>2.0.ZU;2-8
Abstract
Enantioselectivity of deprotonation reaction of 4-tert-butylcyclohexan one (2) by a monodentate chiral lithium amide ((R,R)-1) in THF is stro ngly influenced by the presence of lithium halides. Aggregation states of this chiral lithium amide in THF-d(8) in the absence and in the pr esence of lithium halides were studied by Li-6 and N-15 NMR. It is con cluded that the mixed dimer (D) is the species to give the high enanti oselectivity of the reaction. Copyright (C) 1996 Elsevier Science Ltd