DIASTEREOSELECTIVE ELABORATION OF 2,3,4-SUBSTITUTED PIPERIDINES USINGDIENE IRON TRICARBONYL COMPLEXES - TOTAL SYNTHESIS OF (+ -)-DIENOMYCIN-C AND (+/-)-4-EPI-DIENOMYCIN-C/

Authors
RIPOCHE I BENNIS K CANET JL GELAS J TROIN Y
Citation
I. Ripoche et al., DIASTEREOSELECTIVE ELABORATION OF 2,3,4-SUBSTITUTED PIPERIDINES USINGDIENE IRON TRICARBONYL COMPLEXES - TOTAL SYNTHESIS OF (+ -)-DIENOMYCIN-C AND (+/-)-4-EPI-DIENOMYCIN-C/, Tetrahedron letters, 37(23), 1996, pp. 3991-3992
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
23
Year of publication
1996
Pages
3991 - 3992
Database
ISI
SICI code
0040-4039(1996)37:23<3991:DEO2PU>2.0.ZU;2-Y
Abstract
The diastereoselective formation of 2,3,4-substituted piperidines is a chieved by condensation of the iron dienal complex 2 and the primary a mine 3 via an intramolecular Mannich-type cyclisation. This method is illustrated by the first total synthesis of (+/-)-dienomycin C 1 and i ts C-4 epimer 9. (C) 1996 Elsevier Science Ltd