PREPARATION OF ALKYL 3-METHYLALKA-2,4-DIENOATES FROM GAMMA,DELTA-UNSATURATED BETA-KETO-ESTERS VIA THE CORRESPONDING CONJUGATED UNSATURATED 3-ENOL PHOSPHATES

Citation
Cm. Moorhoff et Df. Schneider, PREPARATION OF ALKYL 3-METHYLALKA-2,4-DIENOATES FROM GAMMA,DELTA-UNSATURATED BETA-KETO-ESTERS VIA THE CORRESPONDING CONJUGATED UNSATURATED 3-ENOL PHOSPHATES, Tetrahedron, 54(13), 1998, pp. 3279-3290
Citations number
41
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
54
Issue
13
Year of publication
1998
Pages
3279 - 3290
Database
ISI
SICI code
0040-4020(1998)54:13<3279:POA3FG>2.0.ZU;2-R
Abstract
Methylation of lpha,beta,gamma,delta-unsaturated-beta-substituted enol phosphates with lithium dimethyl cuprate gave a mixture of (2E,4E)- a nd (2Z,4E) alkyl 3-methylalka-2,4-dienoates and unsubstituted alkyl al ka-2,4-dienoates. An improved synthesis is described for ethyl beta-sa franate and the insect growth regulator hydroprene. (C) 1998 Elsevier Science Ltd. All rights reserved.