A new C-2-symmetric chiral diphosphine ligand: palladium-catalyzed enantioselective allylic alkylation of cycloalkenyl substrate

Authors
Saitoh, A Misawa, M Morimoto, T
Citation
A. Saitoh et al., A new C-2-symmetric chiral diphosphine ligand: palladium-catalyzed enantioselective allylic alkylation of cycloalkenyl substrate, TETRAHEDR-A, 10(6), 1999, pp. 1025-1028
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
6
Year of publication
1999
Pages
1025 - 1028
Database
ISI
SICI code
0957-4166(19990326)10:6<1025:ANCCDL>2.0.ZU;2-Z
Abstract
A novel C-2-symmetric chiral diphosphine ligand 1 was developed using (2S)- 2-amino-1-(diphenylphosphino)3-methylbutane 2 which was derived from L-vali ne as in the previous work for the chiral amidine ligand, VALAP. Ligand 1 d emonstrated extremely high levels of asymmetric induction, over 99% ee in p alladium-catalyzed allylic alkylations of 2-cyclohexen-1-yl pivalate 5. (C) 1999 Elsevier Science Ltd. All rights reserved.