Dramatic reversal of enantioselection in a palladium catalysed allylic substitution by choice of nitrogen substituents in a N-P chiral ligand

Authors
Anderson, JC Cubbon, RJ Harling, JD
Citation
Jc. Anderson et al., Dramatic reversal of enantioselection in a palladium catalysed allylic substitution by choice of nitrogen substituents in a N-P chiral ligand, TETRAHEDR-A, 10(15), 1999, pp. 2829-2832
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
15
Year of publication
1999
Pages
2829 - 2832
Database
ISI
SICI code
0957-4166(19990730)10:15<2829:DROEIA>2.0.ZU;2-#
Abstract
Two chiral chelate nitrogen-phosphorus ligands derived from (S)-valine, wit h the potential for stereogenic nitrogen donors, gave dramatically differen t enantioselectivities, ranging from 92% ee (R) to 83% ee (S), in the palla dium catalysed allylic substitution reaction. (C) 1999 Elsevier Science Ltd . All rights reserved.