REACTION OF CARBANIONS GENERATED FROM ALLYLIC PHOSPHONATES WITH BETA-SUBSTITUTED CYCLIC ENONES

Authors
MPHAHLELE MJ MODRO TA
Citation
Mj. Mphahlele et Ta. Modro, REACTION OF CARBANIONS GENERATED FROM ALLYLIC PHOSPHONATES WITH BETA-SUBSTITUTED CYCLIC ENONES, Journal of the Chemical Society. Perkin transactions. I, (18), 1996, pp. 2261-2264
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
18
Year of publication
1996
Pages
2261 - 2264
Database
ISI
SICI code
0300-922X(1996):18<2261:ROCGFA>2.0.ZU;2-8
Abstract
Lithiated allylic phosphonates react with 3-methoxy- or 3-chloro-subst ituted cyclohexanones and cyclopentanones at the beta-carbon according to the addition-elimination mechanism. The initial adducts undergo sp ontaneous isomerisation to the fully conjugated products, which upon t reatment with I-2 in MeOH aromatise to the corresponding 3-substituted anisole derivatives.