Stereocontrolled syntheses of epimeric 3-aryl-6-phenyl-1-oxa-7-azaspiro[4.5]decane NK-1 receptor antagonist precursors

Citation
Jj. Kulagowski et al., Stereocontrolled syntheses of epimeric 3-aryl-6-phenyl-1-oxa-7-azaspiro[4.5]decane NK-1 receptor antagonist precursors, ORG LETT, 3(5), 2001, pp. 667-670
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
5
Year of publication
2001
Pages
667 - 670
Database
ISI
SICI code
1523-7060(20010308)3:5<667:SSOE3>2.0.ZU;2-C
Abstract
[GRAPHICS] Complementary stereoselective syntheses of individual C3 epimers of the NK- 1 receptor antagonist precursor 1 have been developed. Both diastereomers w ere derived from the common intermediate 3; introduction of the 3S stereoce nter in 1a was achieved through hydrogenation of an arylated dihydrofuran, whereas the corresponding stereogenic center in 1b was installed using a st ereo- and regioselective alkene hydroarylation.