| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5278463 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
The frontier molecular orbital of 5-phenylcyclopentadiene was predicted on the basis of the orbital mixing rule to deform to favor the Diels-Alder reaction in a syn contrasteric manner. The prediction was substantiated experimentally by the reactions of 5-methyl-5-phenylcyclopentadiene with dienophiles to afford the syn attack products, exclusively.
Graphical abstractContrasteric Diels-Alder reaction of 5-phenylcyclopentadiene was predicted on the basis of the orbital mixing rule. The prediction was substantiated experimentally by the reactions of 5-methyl-5-phenylcyclopentadiene.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Masaru Ishida, Makoto Itakura, Hiroshi Tashiro,