Title of article
Orbital control of π-facial selectivity in Diels–Alder reactions of cyclopentadienes having C(O)YR substituents at the 5-positions
Author/Authors
Ishida، نويسنده , , Masaru and Sakamoto، نويسنده , , Masakazu and Hattori، نويسنده , , Humihiro and Shimizu، نويسنده , , Minako and Inagaki، نويسنده , , Satoshi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
4
From page
3471
To page
3474
Abstract
π-Facial selectivity in Diels–Alder reactions of cyclopentadienes having C(O)YR substituents at the 5-positions was predicted on the basis of the orbital mixing rule and was substantiated experimentally. The selectivity was disclosed to be highly dependent on the relative orbital energy between πHOMO of the diene and nY of the substituent.
Keywords
Diels–Alder reactions , Orbital effect , substituent effect , cyclopentadiene , stereocontrol
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1644832
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