SEQUENCED REACTIONS WITH SAMARIUM(II)IODIDE - TANDEM NUCLEOPHILIC ACYL SUBSTITUTION KETYL-OLEFIN COUPLING REACTIONS/

Authors
MOLANDER GA HARRIS CR
Citation
Ga. Molander et Cr. Harris, SEQUENCED REACTIONS WITH SAMARIUM(II)IODIDE - TANDEM NUCLEOPHILIC ACYL SUBSTITUTION KETYL-OLEFIN COUPLING REACTIONS/, Journal of the American Chemical Society, 118(17), 1996, pp. 4059-4071
Citations number
56
Categorie Soggetti
Chemistry
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
118
Issue
17
Year of publication
1996
Pages
4059 - 4071
Database
ISI
SICI code
0002-7863(1996)118:17<4059:SRWS-T>2.0.ZU;2-Z
Abstract
Samarium(II) iodide has been employed to promote a tandem intramolecul ar nucleophilic acyl substitution/intramolecular ketyl-olefin coupling cyclization sequence, generating bicyclic, tricyclic, and spirocyclic ring systems in excellent yield and with high diastereoselectivity. T his versatile reaction sequence allows entry to several different natu rally occurring tricyclic systems containing the angular and linear tr iquinane framework.