Title of article
Electroreductive intramolecular coupling of N-(oxoalkyl)phthalimides: complementary method to samarium(II) iodide reduction
Author/Authors
Kise، نويسنده , , Naoki and Sakurai، نويسنده , , Toshihiko، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
5
From page
70
To page
74
Abstract
The electroreductive intramolecular coupling of phthalimides with ketones in the presence of chlorotrimethylsilane gave five- and six-membered trans-cyclized products stereospecifically (>99%). Similar electroreductive intramolecular coupling of phthalimides with aldehydes afforded five-, six-, and seven-membered trans-cyclized products stereoselectively (75–93%). On the other hand, the reductive coupling of N-(oxoalkyl)phthalimides with samarium(II) iodide gave cis-cyclized products stereoselectively (88–>99%).
Keywords
reductive coupling , Electroreduction , N-(Oxoalkyl)phthalimides , isoindolinones , samarium(II) iodide
Journal title
Tetrahedron Letters
Serial Year
2010
Journal title
Tetrahedron Letters
Record number
1870469
Link To Document