Stereoselective synthesis of (-)-deacetylanisomycin

Citation
P. Hutin et al., Stereoselective synthesis of (-)-deacetylanisomycin, TETRAHEDR-A, 11(12), 2000, pp. 2547-2553
Citations number
39
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
12
Year of publication
2000
Pages
2547 - 2553
Database
ISI
SICI code
0957-4166(20000630)11:12<2547:SSO(>2.0.ZU;2-Z
Abstract
A concise synthesis of (-)-deacetylanisomycin has been achieved via the ste reocontrolled reductive alkylation of a protected trihydroxynitrile derived from tartaric acid. The resulting aminotriol was selectively O-mesylated o n the primary hydroxyl group and cyclised in situ to give the target molecu le. (C) 2000 Elsevier Science Ltd. All rights reserved.