SEQUENCED REACTIONS WITH SAMARIUM(II) IODIDE - TANDEM INTRAMOLECULAR NUCLEOPHILIC ACYL SUBSTITUTION INTRAMOLECULAR BARBIER CYCLIZATIONS/

Authors
MOLANDER GA HARRIS CR
Citation
Ga. Molander et Cr. Harris, SEQUENCED REACTIONS WITH SAMARIUM(II) IODIDE - TANDEM INTRAMOLECULAR NUCLEOPHILIC ACYL SUBSTITUTION INTRAMOLECULAR BARBIER CYCLIZATIONS/, Journal of the American Chemical Society, 117(13), 1995, pp. 3705-3716
Citations number
91
Categorie Soggetti
Chemistry
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
117
Issue
13
Year of publication
1995
Pages
3705 - 3716
Database
ISI
SICI code
0002-7863(1995)117:13<3705:SRWSI->2.0.ZU;2-O
Abstract
Samarium(II) iodide has been employed to promote a tandem intramolecul ar nucleophilic acyl substitution/intramolecular Barbier cyclization s equence, generating bicyclic and tricyclic ring systems in excellent y ield and high diastereoselectivity. Additionally, a highly versatile r ing expansion-cyclization sequence allows entry into several different naturally occurring tricyclic ring systems containing seven- and eigh t-membered rings.