ASYMMETRIC-SYNTHESIS OF EXO-NORBORNANE-2-CARBOXYLIC ACIDS

Authors
AVENOZA A BUENO MP CATIVIELA C MAYORAL JA
Citation
A. Avenoza et al., ASYMMETRIC-SYNTHESIS OF EXO-NORBORNANE-2-CARBOXYLIC ACIDS, Tetrahedron : asymmetry, 3(3), 1992, pp. 343-346
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
3
Issue
3
Year of publication
1992
Pages
343 - 346
Database
ISI
SICI code
0957-4166(1992)3:3<343:AOEA>2.0.ZU;2-#
Abstract
The reaction between N-acryloyl-N-methyl-L-alanine methyl ester and cy clopentadiene is studied. The configuration of the cycloadducts prefer ably obtained depends on the reaction conditions and the Lewis acid us ed as a catalyst. In TiCl4-catalyzed reactions, high exo:endo ratios a nd good diastereomeric excesses in exo cycloadducts are obtained under several conditions. So an interesting method for the asymmetric synth esis of derivatives of exo-norbornane-2-carboxylic acid is described.