2000
DOI: 10.1039/b002124p
|View full text |Cite
|
Sign up to set email alerts
|

Enantioselective allylic substitution catalyzed by Pd0–ferrocenylphosphine complexes in [bmim][PF6] ionic liquid

Abstract: Enantioselective allylic substitution reactions of (rac)-(E)-1,3-diphenyl-3-acetoxyprop-1-ene with dimethyl malonate (DMM) are studied in 1-butyl-3-methylimidazolinium hexafluorophosphate ([bmim][PF 6 ]) as an ionic solvent; the reactions are catalyzed by Pd 0 complexes of two homochiral ferrocenylphosphine ligands, (S,R)-BPPFA and (R,S)-BPPFDEA with the recycling of the catalytic system being tested. A similar reaction with 1-phenyl-3-acetoxyprop-1-ene is also studied with only a linear achiral product being … Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1

Citation Types

0
24
0

Year Published

2001
2001
2010
2010

Publication Types

Select...
4
4
1

Relationship

0
9

Authors

Journals

citations
Cited by 70 publications
(24 citation statements)
references
References 23 publications
0
24
0
Order By: Relevance
“…64 The product was obtained in moderate enantioselectivity (62-74% ee), which was higher than that observed in conventional solvents.…”
Section: Palladium-catalysed Allylic Substitutionmentioning
confidence: 77%
“…64 The product was obtained in moderate enantioselectivity (62-74% ee), which was higher than that observed in conventional solvents.…”
Section: Palladium-catalysed Allylic Substitutionmentioning
confidence: 77%
“…Butadiene telomerization [34], olefin metathesis [110], carbonylation [111], allylic alkylation [112] and substitution [113], and Trost-Tsuji-coupling [114] are other examples of high value for synthetic chemists. …”
Section: Discussionmentioning
confidence: 99%
“…Enantioselective [48]. A comparison between ILs and THF as solvent showed significantly higher enantioselectivity in ILs for both catalysts, and (R,S)-BPPFDEA gave better results than (S,R)-BPPFA.…”
Section: Asymmetric Allylic Substitutionmentioning
confidence: 96%