STUDIES TOWARDS THE SYNTHESIS OF (-PTILOMYCALIN-A - STEREOSELECTIVE N-ACYLIMINIUM ION COUPLING REACTIONS TO ENANTIOPURE C-2 SUBSTITUTED LACTAMS())

Authors
LOUWRIER S OSTENDORF M BOOM A HIEMSTRA H SPECKAMP WN
Citation
S. Louwrier et al., STUDIES TOWARDS THE SYNTHESIS OF (-PTILOMYCALIN-A - STEREOSELECTIVE N-ACYLIMINIUM ION COUPLING REACTIONS TO ENANTIOPURE C-2 SUBSTITUTED LACTAMS()), Tetrahedron, 52(7), 1996, pp. 2603-2628
Citations number
52
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
7
Year of publication
1996
Pages
2603 - 2628
Database
ISI
SICI code
0040-4020(1996)52:7<2603:STTSO(>2.0.ZU;2-0
Abstract
Highly stereoselective N-acyliminium ion coupling reactions of beta-ke toester derived silyl enol ethers with enantiopure lactams derived fro m (S)-malic acid are reported. This reaction type is applied in the sy nthesis of the enantiopure C-2 substituted lactam 27, a plausible inte rmediate in a projected synthesis of ptilomycalin A.