SYNTHETIC STUDY ON STEMONA ALKALOIDS - HIGHLY STEREOSELECTIVE CONSTRUCTION OF ALPHA-METHYL-GAMMA-LACTONE SUBSTITUTED 1-AZABICYCLO[5.3.0]DECANES

Authors
MORIMOTO Y IWAHASHI M
Citation
Y. Morimoto et M. Iwahashi, SYNTHETIC STUDY ON STEMONA ALKALOIDS - HIGHLY STEREOSELECTIVE CONSTRUCTION OF ALPHA-METHYL-GAMMA-LACTONE SUBSTITUTED 1-AZABICYCLO[5.3.0]DECANES, Synlett, (12), 1995, pp. 1221
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
12
Year of publication
1995
Database
ISI
SICI code
0936-5214(1995):12<1221:SSOSA->2.0.ZU;2-Q
Abstract
Tricyclic ring system 6, common central structure present in most Stem ona alkaloids, was stereoselectively constructed through TMSOTf cataly zed condensation reaction of alpha-t-butyldioxypyrrolidine 13 with 3-m ethyl-2-trimethylsilyloxyfuran and subsequent azepane ring formation v ia intramolecular N-alkylation of iodide 17.