Title of article
Electroreductive intramolecular coupling of aliphatic cyclic imides with ketones and O-methyloximes
Author/Authors
Kise، نويسنده , , Naoki and Fukazawa، نويسنده , , Kazuaki and Sakurai، نويسنده , , Toshihiko، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
4
From page
5767
To page
5770
Abstract
The electroreductive intramolecular coupling of aliphatic cyclic imides with ketones in isopropanol gave five- and six-membered cyclized products. Similarly, the electroreductive intramolecular coupling of aliphatic cyclic imides with O-methyloximes afforded five-, six-, and seven-membered cyclized products. These reactions provide a useful method to synthesize azabicyclo[n.m.0] compounds. The bicyclic products were stereoselectively transformed to the corresponding deoxylated compounds by reduction with NaB(CN)H3 or Et3SiH/BF3·Et2O.
Keywords
Pyrrolizidines , quinolizidines , indolizidines , Pyrroloazepins , reductive coupling , Electroreduction , Cyclic imides
Journal title
Tetrahedron Letters
Serial Year
2010
Journal title
Tetrahedron Letters
Record number
1875251
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