CYCLOADDITION - FRAGMENTATION AS A ROUTE TO BICYCLIC RING-SYSTEMS - USE OF THE INTERMOLECULAR DIYL TRAPPING REACTION

Authors
LEONETTI JA GROSS T LITTLE RD
Citation
Ja. Leonetti et al., CYCLOADDITION - FRAGMENTATION AS A ROUTE TO BICYCLIC RING-SYSTEMS - USE OF THE INTERMOLECULAR DIYL TRAPPING REACTION, Journal of organic chemistry, 61(5), 1996, pp. 1787-1793
Citations number
59
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
61
Issue
5
Year of publication
1996
Pages
1787 - 1793
Database
ISI
SICI code
0022-3263(1996)61:5<1787:C-FAAR>2.0.ZU;2-Z
Abstract
A route to bicyclo[n.3.0] ring systems (n = 5-7) has been devised. Key transformations include an intermolecular diyl trapping reaction (1 3 --> 4), and fragmentation of the resulting tricyclic cycloadduct 4 (4 --> 5). A variety of diylophiles were examined, including electron deficient (6, 7, 21, 29, 30, 31), electron rich (8), and push-pull cyc loalkenes (9, 10, 19, 20).