PROTEIN-KINASE-C MODULATORS - INDOLACTAMS .1. EFFICIENT AND FLEXIBLE ROUTES FOR THE PREPARATION OF (-)INDOLACTAM-V FOR USE IN THE SYNTHESISOF ANALOGS

Citation
J. Quick et al., PROTEIN-KINASE-C MODULATORS - INDOLACTAMS .1. EFFICIENT AND FLEXIBLE ROUTES FOR THE PREPARATION OF (-)INDOLACTAM-V FOR USE IN THE SYNTHESISOF ANALOGS, Tetrahedron letters, 35(46), 1994, pp. 8549-8552
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
46
Year of publication
1994
Pages
8549 - 8552
Database
ISI
SICI code
0040-4039(1994)35:46<8549:PM-I.E>2.0.ZU;2-5
Abstract
Three syntheses of the protein kinase C activator, (-)-indolactam V, a re described and are compared for their potential utility in the prepa ration of ILV analogs. In one route the 4-amino functionality is intro duced regiospecifically during the construction of the indole portion and enantiomeric control is achieved by the alkylation of the amine wi th a triflate derived from D-valine. One of the routes affords racemic ILV from which (-)-ILV is obtained by the first reported resolution o f an indolactam.