THE FIRST ASYMMETRIC CARBONYLATION OF 1-(6'-METHOXY-2'-NAPHTHYL)ETHANOL TO THE METHYL-ESTER OF (S)-NAPROXEN

Authors
XIE BH XIA CG LU SJ CHEN KJ KOU Y YIN YQ
Citation
Bh. Xie et al., THE FIRST ASYMMETRIC CARBONYLATION OF 1-(6'-METHOXY-2'-NAPHTHYL)ETHANOL TO THE METHYL-ESTER OF (S)-NAPROXEN, Tetrahedron letters, 39(40), 1998, pp. 7365-7368
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
40
Year of publication
1998
Pages
7365 - 7368
Database
ISI
SICI code
0040-4039(1998)39:40<7365:TFACO1>2.0.ZU;2-B
Abstract
1-(6'-Methoxy-2'-naphthyl)ethanol is asymmetrically carbonylated to th e methyl ester of (S)-naproxen in a PdCl2-CuCl2-DDPPI (DDPPI: o-2,5-di deoxy-2,5-bis(diphenylphosphino)-L-iditol) catalytic system with a che mical yield of 90% and an optical yield of 81% e.e.. The reaction was carried out in ethyl methyl ketone under 100 degrees C and 8 MPa of CO for 24-48h. (C) 1998 Elsevier Science Ltd. All rights reserved.