General asymmetric hydrogenation of hetero-aromatic ketones

Citation
T. Ohkuma et al., General asymmetric hydrogenation of hetero-aromatic ketones, ORG LETT, 2(12), 2000, pp. 1749-1751
Citations number
39
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
12
Year of publication
2000
Pages
1749 - 1751
Database
ISI
SICI code
1523-7060(20000615)2:12<1749:GAHOHK>2.0.ZU;2-M
Abstract
[GRAPHICS] trans-RuCL2[(R)-xylbinap][(R)-daipen] or the S,S complex acts as an efficie nt catalyst for asymmetric hydrogenation of hetero-aromatic ketones. The hy drogenation proceeds with a substrate-to-catalyst molar ratio of 1000-40000 to give chiral alcohols in high ee and high yield. The enantioselectivity appears to be little affected by the properties of the hetero-aromatic ring . This method allows for asymmetric synthesis of duloxetine, an inhibitor o f serotonin and norepinephrine uptake carriers.