Citation
J. Cossy et al., Ring expansion - Formation of optically active 3-hydroxypiperidines from pyrrolidinemethanol derivatives, EUR J ORG C, (7), 1999, pp. 1693-1699
Citations number
61
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X
→ ACNP
Issue
7
Year of publication
1999
Pages
1693 - 1699
Database
ISI
SICI code
1434-193X(199907):7<1693:RE-FOO>2.0.ZU;2-X
Abstract
Treatment of pyrrolidinemethanol derivatives (-)-1, (-)-6, (-)-7, 8, (-)-9,
(+)-10, (-)-11, and (-)-21 with trifluoroacetic anhydride and then with Et
3N afforded, after hydrolysis of the trifluoroacetyl group with NaOH, the o
ptically active 3-hydroxypiperidines (-)-14, (+)-15, (-)-16, 17, (+)-18, (-
)-19, (-)-20, and (+)-22, respectively. The yields are good and the enantio
meric excess excellent (up to 95 %).