ENE DIIODO ACETALS - STEREOSELECTIVE SYNTHESIS OF ENE HYDROXY ACETALS- HANDY ACCESS TO NON CONJUGATED DIENALS

Authors
BONNET B PLE G DUHAMEL L
Citation
B. Bonnet et al., ENE DIIODO ACETALS - STEREOSELECTIVE SYNTHESIS OF ENE HYDROXY ACETALS- HANDY ACCESS TO NON CONJUGATED DIENALS, Tetrahedron, 54(12), 1998, pp. 2743-2752
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
12
Year of publication
1998
Pages
2743 - 2752
Database
ISI
SICI code
0040-4020(1998)54:12<2743:EDA-SS>2.0.ZU;2-D
Abstract
After halogen-metal exchange reaction followed by condensation with ca rbonyl compounds, ene diiodo acetal 1 allow the stereoselective synthe sis of ene hydroxy acetals 2 with Z configuration, in a two step proce dure. Moreover, after dehydration, the intermediate diene acetals 3-4, via an appropriated hydrolysis procedure, lead to pure non conjugated dienals 5. (C) 1998 Elsevier Science Ltd. All rights reserved.