A catalytic-enantioselective entry to planar chiral pi-complexes: Enantioselective methoxycarbonylation of 1,2-dichlorobenzene-Cr(CO)(3)

Authors
Gotov, B Schmalz, HG
Citation
B. Gotov et Hg. Schmalz, A catalytic-enantioselective entry to planar chiral pi-complexes: Enantioselective methoxycarbonylation of 1,2-dichlorobenzene-Cr(CO)(3), ORG LETT, 3(11), 2001, pp. 1753-1756
Citations number
33
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
11
Year of publication
2001
Pages
1753 - 1756
Database
ISI
SICI code
1523-7060(20010531)3:11<1753:ACETPC>2.0.ZU;2-T
Abstract
The palladium-catalyzed mono-methoxycarbonylation of 1,2-dichlorobenzene tr icarbonylchromium(0) has been achieved with up to 95% ee in the presence of the chiral ferrocene ligand (R,S)-PPF-pyrrolidine. It was found that the e nantioselectivity strongly depends on the reaction time (conversion), Obvio usly, the initial enantioselectivity is enhanced by a subsequent kinetic re solution connected to the formation of the bis-methoxycarbonylated byproduc t.