NEW SYNTHESIS OF PHTHALIDEISOQUINOLINE ALKALOIDS VIA A STEREOSELECTIVE HYDRIDE REDUCTION OF 1-(2'-BROMOBENZOYL)-3,4-DIHYDROISOQUINOLINE METHIODIDE, FOLLOWED BY PALLADIUM-CATALYZED CARBONYLATION AIDED BY CHLOROTRIMETHYLSILANE

Authors
ORITO K MIYAZAWA M SUGINOME H
Citation
K. Orito et al., NEW SYNTHESIS OF PHTHALIDEISOQUINOLINE ALKALOIDS VIA A STEREOSELECTIVE HYDRIDE REDUCTION OF 1-(2'-BROMOBENZOYL)-3,4-DIHYDROISOQUINOLINE METHIODIDE, FOLLOWED BY PALLADIUM-CATALYZED CARBONYLATION AIDED BY CHLOROTRIMETHYLSILANE, Synlett, (4), 1994, pp. 245-246
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
4
Year of publication
1994
Pages
245 - 246
Database
ISI
SICI code
0936-5214(1994):4<245:NSOPAV>2.0.ZU;2-J
Abstract
A new method for the synthesis of phthalideisoquinoline alkaloids by t he stereoselective reduction of 1-(2'-bromobenzoyl)-3,4-dihydroisoquin oline methiodide (4a) with sodium borohydride or lithium aluminium hyd ride, followed by a palladium-catalyzed carbonylation of the resultant erythro or threo alcohol (6a,7) in the presence of chlorotrimethylsil ane, is reported.