ENANTIOSELECTIVE CONJUGATE ADDITION OF DIETHYLZINC TO CHALCONES CATALYZED BY CHIRAL NI(II) AMINOALCOHOL COMPLEXES

Authors
DEVRIES AHM JANSEN JFGA FERINGA BL
Citation
Ahm. Devries et al., ENANTIOSELECTIVE CONJUGATE ADDITION OF DIETHYLZINC TO CHALCONES CATALYZED BY CHIRAL NI(II) AMINOALCOHOL COMPLEXES, Tetrahedron, 50(15), 1994, pp. 4479-4491
Citations number
45
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
15
Year of publication
1994
Pages
4479 - 4491
Database
ISI
SICI code
0040-4020(1994)50:15<4479:ECAODT>2.0.ZU;2-G
Abstract
Conjugate addition of diethylzinc to chalcones is catalysed by complex es prepared in situ from Ni(acac)(2) and cis-exo-N,N-dialkyl-3-aminois oborneols or (+)-cis-endo-N,N-dimethyl-3-aminoborneol ((+)- DAB) (13b) . The products are obtained with enantioselectivities up to 84 %. When scalemic (-)-cis-exo-N,N-dimethyl-3-aminoisoborneol ((-)-DAIB) (3c) w as employed in the reaction a positive nonlinear relationship was foun d. Several factors which govern catalyst activity and enantioselectivi ty have been investigated.