Title of article :
Contrasteric Diels–Alder reactions of 5-methyl-5-phenylcyclopentadiene
Author/Authors :
Ishida، نويسنده , , Masaru and Itakura، نويسنده , , Makoto S. Tashiro، نويسنده , , Hiroshi، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2008
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.
Keywords :
Frontier molecular orbital , cyclopentadienes , substituent effects , Diels–Alder reactions , facial selectivities
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters