Stereoselective synthesis of 13 E retinoic and 13 Z retinoic acids via a new intermediate compound, C-15 beta-methylenealdehyde

Authors
Valia, A Andriamialisoa, Z Prat, V Laurent, A Giraud, M Labia, R Potier, P
Citation
A. Valia et al., Stereoselective synthesis of 13 E retinoic and 13 Z retinoic acids via a new intermediate compound, C-15 beta-methylenealdehyde, TETRAHEDRON, 56(37), 2000, pp. 7211-7215
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
37
Year of publication
2000
Pages
7211 - 7215
Database
ISI
SICI code
0040-4020(20000908)56:37<7211:SSO1ER>2.0.ZU;2-F
Abstract
The methylene-de-oxo-bisubstitution reaction between dimethyl isopropyliden e malonate and the C-15 beta-methylenealdehyde 1 which could serve as subst itute for E beta-ionylideneacetaldehyde 2, produces stereoselectively the E ,E olefin. Hence, new stereoselective syntheses of 13 E and 13 Z retinoic a cids were described. (C) 2000 Elsevier Science Ltd. All rights reserved.