Use of the Wadsworth-Emmons reaction for preparing hindered vinyl ethers and related 1,2-dioxetanes

Authors
Roeschlaub, CA Sammes, PG
Citation
Ca. Roeschlaub et Pg. Sammes, Use of the Wadsworth-Emmons reaction for preparing hindered vinyl ethers and related 1,2-dioxetanes, J CHEM S P1, (14), 2000, pp. 2243-2248
Citations number
34
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14704358 → ACNP
Issue
14
Year of publication
2000
Pages
2243 - 2248
Database
ISI
SICI code
1470-4358(2000):14<2243:UOTWRF>2.0.ZU;2-1
Abstract
Arylaldehyde acetals can be reacted with trimethyl phosphite to produce the corresponding dimethyl alpha-methoxybenzylphosphonates, themselves used in a Wadsworth-Emmons reaction with adamantanone to produce hindered methyl v inyl ethers. These vinyl ethers are useful in the preparation of chemilumin escent 1,2-dioxetanes. The scope of the reaction has been explored.