Synthetic potential of the reaction of allylic phosphonium ylides with alpha,beta-unsaturated carbonyl compounds

Authors
Schneider, DF Venter, AC
Citation
Df. Schneider et Ac. Venter, Synthetic potential of the reaction of allylic phosphonium ylides with alpha,beta-unsaturated carbonyl compounds, SYN COMMUN, 29(8), 1999, pp. 1303-1315
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
29
Issue
8
Year of publication
1999
Pages
1303 - 1315
Database
ISI
SICI code
0039-7911(1999)29:8<1303:SPOTRO>2.0.ZU;2-S
Abstract
The reaction of triphenylphosphonium-2-propenylide (14) with mesityl oxide (9) is shown to proceed via initial Michael addition followed by transylida tion and an intramolecular Wittig condensation to yield I,5,5-trimethyl-1,3 -cyclohexadiene (10) as the reaction product.