Chiral 8-substituted 2-(2-methoxyphenyl) and 2-(2-hydroxyphenyl)-5,6,7,8-tetrahydro-6,6-dimethyl-5,7-methanoquinolines as ligands for enantioselective catalysis: palladium catalyzed allylic substitution and addition of diethylzinc to benzaldehyde

Authors
Chelucci, G Craba, S Saba, A Soccolini, F Sotgiu, G
Citation
G. Chelucci et al., Chiral 8-substituted 2-(2-methoxyphenyl) and 2-(2-hydroxyphenyl)-5,6,7,8-tetrahydro-6,6-dimethyl-5,7-methanoquinolines as ligands for enantioselective catalysis: palladium catalyzed allylic substitution and addition of diethylzinc to benzaldehyde, J MOL CAT A, 164(1-2), 2000, pp. 173-179
Citations number
38
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
ISSN journal
13811169 → ACNP
Volume
164
Issue
1-2
Year of publication
2000
Pages
173 - 179
Database
ISI
SICI code
1381-1169(200012)164:1-2<173:C82A2>2.0.ZU;2-W
Abstract
Diastereomeric pure 8-substituted 2-(2-methoxyphenyl) and 2-(2-hydroxypheny l)-5,6,7,8-tetrahydro-6,6-dimethyl-5,7-methanoquinolines were prepared and assessed in the enantioselective palladium catalyzed allylic substitution o f 1,3-diphenylprop-Zenyl acetate with dimethyl malonate and addition of die thylzinc to benzaldehyde. Enantioselectivity up to 61% was obtained. (C) 20 00 Elsevier Science B.V. All rights reserved.