DIASTEREOSELECTIVITY OF THE REACTIONS OF ORGANOLITHIUM REAGENTS WITH PROTECTED ERYTHRULOSE OXIMES

Authors
MARCO JA CARDA M MURGA J RODRIGUEZ S FALOMIR E OLIVA M
Citation
Ja. Marco et al., DIASTEREOSELECTIVITY OF THE REACTIONS OF ORGANOLITHIUM REAGENTS WITH PROTECTED ERYTHRULOSE OXIMES, Tetrahedron : asymmetry, 9(10), 1998, pp. 1679-1701
Citations number
52
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
10
Year of publication
1998
Pages
1679 - 1701
Database
ISI
SICI code
0957-4166(1998)9:10<1679:DOTROO>2.0.ZU;2-N
Abstract
The addition of organolithium reagents to the C=N bond of several eryt hrulose-derived chiral (E)- and (Z)-ketoxime ethers has been shown to be highly diastereoselective in the case of the (E)-isomers. Chelated and nonchelated transition states have been proposed to rationalize th ese results, with additional support of computational methods. (C) 199 8 Elsevier Science Ltd. All rights reserved.