Back to Search
Start Over
Rapid synthesis of the tetrahydroquinoline alkaloids: angustureine, cuspareine and galipinine
- Source :
-
Tetrahedron . Aug2008, Vol. 64 Issue 35, p8067-8072. 6p. - Publication Year :
- 2008
-
Abstract
- Abstract: A one-pot method for the preparation of 1,2-substituted dihydroquinolines is described. This method features the C-2 addition of a range of organolithium reagents to quinoline followed by the in-situ addition of an electrophile. Standard palladium-catalysed hydrogenation, of the resultant 1,2-disubstituted dihydroquinoline adducts, generates the corresponding 1,2-disubstituted tetrahydroquinoline. A series of such compounds have been synthesised including the natural products; (±)-angustureine 1, cuspareine 2 and galipinine 3. [Copyright &y& Elsevier]
- Subjects :
- *QUINOLINE
*HYDROGENATION
*ORGANOLITHIUM compounds
*ORGANONITROGEN compounds
Subjects
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 64
- Issue :
- 35
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 33342963
- Full Text :
- https://doi.org/10.1016/j.tet.2008.06.073