Synthesis of optically active hydroxyalkylbenzothiazepinones by ring transformation of 2-alkylidenelactons with o-aminothiophenol

Authors
Otto, A Liebscher, J
Citation
A. Otto et J. Liebscher, Synthesis of optically active hydroxyalkylbenzothiazepinones by ring transformation of 2-alkylidenelactons with o-aminothiophenol, J HETERO CH, 37(4), 2000, pp. 891-894
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
37
Issue
4
Year of publication
2000
Pages
891 - 894
Database
ISI
SICI code
0022-152X(200007/08)37:4<891:SOOAHB>2.0.ZU;2-G
Abstract
A stereoselective synthesis of new optically active 3-(hydroxyalkyl)-2,3-di hydro-1,5-benzothiazepin-4ones 4 and 7 was achieved by Michael-like additio n of o-aminothiophenol to chiral alpha-alkylidenelactons 1 and 5 followed b y ring chain transformation of the resulting adducts 3 and 6.