Enantiomerically pure 1-(2-methoxy-1-naphthyl) and 1-(2-methylthio-1-naphthyl)isoquinoline: two new axially chiral N-O and N-S ligands for asymmetriccatalysis

Authors
Chelucci, G Bacchi, A Fabbri, D Saba, A Ulgheri, F
Citation
G. Chelucci et al., Enantiomerically pure 1-(2-methoxy-1-naphthyl) and 1-(2-methylthio-1-naphthyl)isoquinoline: two new axially chiral N-O and N-S ligands for asymmetriccatalysis, TETRAHEDR L, 40(3), 1999, pp. 553-556
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
3
Year of publication
1999
Pages
553 - 556
Database
ISI
SICI code
0040-4039(19990115)40:3<553:EP1A1>2.0.ZU;2-I
Abstract
The synthesis and resolution of 1-(2-methoxy-1-naphthyl)isoquinoline and 1- (2-methylthio-1-naphthyl)isoquinoline is reported. These ligands were asses sed in the enantioselective palladium catalyzed allylic substitution of 1,3 -diphenylprop-2-enyl acetate with dimethylmalonate. Enantioselectivity up t o 68% was obtained. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.