NOVEL CYCLODEHYDRATION REACTION OF HYDROXYPHENOLS - AN ALTERNATIVE TOTHE MITSUNOBU REACTION

Authors
PROCOPIOU PA BRODIE AC DEAL MJ HAYMAN DF SMITH GM
Citation
Pa. Procopiou et al., NOVEL CYCLODEHYDRATION REACTION OF HYDROXYPHENOLS - AN ALTERNATIVE TOTHE MITSUNOBU REACTION, Journal of the Chemical Society. Perkin transactions. I, (18), 1996, pp. 2249-2256
Citations number
33
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
2249 - 2256
Database
ISI
SICI code
0300-922X(1996):18<2249:NCROH->2.0.ZU;2-1
Abstract
A mild, efficient and stereospecific intramolecular process for conver ting hydroxyphenols into benzodioxanes, dihydrobenzopyrans and dihydro benzofurans via imidate esters is described, The only by-products are N,N-dimethylformamide and triethylamine hydrochloride which are remove d by aqueous work-up making this process highly amenable to large scal e operation.