An expedient stereocontrolled synthesis of 7-CIS-retinoids

Authors
Alvarez, R Dominguez, B de Lera, AR
Citation
R. Alvarez et al., An expedient stereocontrolled synthesis of 7-CIS-retinoids, SYN COMMUN, 31(13), 2001, pp. 2083-2087
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
13
Year of publication
2001
Pages
2083 - 2087
Database
ISI
SICI code
0039-7911(2001)31:13<2083:AESSO7>2.0.ZU;2-S
Abstract
Ethyl (7Z)-retinoate 5 has been efficiently synthesized using as key step t he Suzuki coupling of an in situ generated alkenylboronic acid and the geom etrically homogeneous tetraenyliodide with (Z)-geometry, itself obtained by yodomethylenation according to Stork's conditions. Functional group manipu lation then afforded (7Z)-retinal 7.