STEREOSELECTIVE APPROACH TO THE BCD FRAMEWORK OF RICHARDIANIDINS VIA INTRAMOLECULAR REFORMATSKY-TYPE REACTION PROMOTED BY DIETHYLALUMINUM CHLORIDE

Authors
SANCHEZ M BERMEJO F
Citation
M. Sanchez et F. Bermejo, STEREOSELECTIVE APPROACH TO THE BCD FRAMEWORK OF RICHARDIANIDINS VIA INTRAMOLECULAR REFORMATSKY-TYPE REACTION PROMOTED BY DIETHYLALUMINUM CHLORIDE, Tetrahedron letters, 38(28), 1997, pp. 5057-5060
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
28
Year of publication
1997
Pages
5057 - 5060
Database
ISI
SICI code
0040-4039(1997)38:28<5057:SATTBF>2.0.ZU;2-V
Abstract
The tricyclic derrivative (10d) has been prepared by intramolecular Re formatsky addition of alpha-bromopropionate (8b) in the presence of di ethylaluminum chloride and activated Zn. Transformation of (10d) into the tricyclic methyl ketone (12a) was accomplished by dehydration foll owed by oxidation under Wacker conditions with 75% overall yield. (C) 1997 Elsevier Science Ltd.