Samarium(II) iodide promoted carbon-carbon bond fragmentation in bicyclo[2.2.1]heptenes: A facile route to bridged eight membered rings and 1,3-disubstituted cyclopentanes

Authors
Haque, A Ghosh, S
Citation
A. Haque et S. Ghosh, Samarium(II) iodide promoted carbon-carbon bond fragmentation in bicyclo[2.2.1]heptenes: A facile route to bridged eight membered rings and 1,3-disubstituted cyclopentanes, I J CHEM B, 40(10), 2001, pp. 930-936
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
10
Year of publication
2001
Pages
930 - 936
Database
ISI
SICI code
0376-4699(200110)40:10<930:SIPCBF>2.0.ZU;2-2
Abstract
Samarium(II) iodide has been found to induce carbon-carbon bond cleavage in a number of bicyclo[2.2.1]heptane derivatives having 1,4-dicarbonyl moiety under conditions in which the 1,4-dicarbonyl moiety undergoes intramolecul ar pinacol coupling. This cleavage reaction offers routes to the synthesis of bridged eight membered rings and 1,3-disubstituted cyclopentanes, import ant building blocks for natural products synthesis.