Title of article
De novo designed contrasteric Diels–Alder reactions of 5-(2-oxazolynyl)-1,2,3,4,5-pentamethylcyclopentadiene
Author/Authors
Ishida، نويسنده , , Masaru and Hirasawa، نويسنده , , Satomi and Inagaki، نويسنده , , Satoshi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
4
From page
2187
To page
2190
Abstract
5-(2-Oxazolynyl)cyclopentadiene was designed on the basis of the orbital mixing rule to react with dienophiles with highly contrasteric manner in Diels–Alder reactions. The design was validated by the synthesis and reactions of the corresponding pentamethyl derivative, 5-(2-oxazolynyl)-1,2,3,4,5-pentamethylcyclopentadiene, to afford the products with the ratios of syn/anti=89–93/11–7.
Keywords
cyclopentadienes , Diels–Alder reactions , Molecular Design , stereocontrol , substituent effects
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1661108
Link To Document