Title of article
An unprecedented outcome of the lithium–ammonia reduction of enones: the formation of cyclopropanols
Author/Authors
Dumas، نويسنده , , Françoise and Thominiaux، نويسنده , , Cyrille and Miet، نويسنده , , Christine and dʹAngelo، نويسنده , , Jean and Desmaële، نويسنده , , Didier and Nour، نويسنده , , Mohammed and Cavé، نويسنده , , Christian and Morgant، نويسنده , , Georges and Tran Huu-Dau، نويسنده , , Marie-Elise، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
9649
To page
9652
Abstract
An unusual process takes place during the lithium–ammonia reduction of a variety of cyclic enones bearing an ester group in the γ-position, furnishing cyclopropanols. The reason for this unprecedented outcome has been attributed to the through-space stabilization of a developing cyclopropyl radical by interaction with the neighboring ester substituent.
Keywords
Reduction , radical and radical reactions , molecular modeling/mechanics , Cyclopropanation , enones
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1659765
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