Title of article
Synthesis of Tetrahydrofurans through a Novel Pseudo-meso-trick
Author/Authors
Gracza، Tibor نويسنده , , Babjak، Matej نويسنده , , Remen، L’ubos نويسنده , , Karlubikova، Ol’ga نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2005
Pages
-1608
From page
1609
To page
0
Abstract
Diastereoselective synthesis of trisubstituted tetrahydrofuran (D-lyxo-4) from the equimolar diastereomeric mixture of D-erythro-/D-threo-1pentenitols (1) is described. The synthesis exploits a sequence of two novel reactions: diastereospecific palladium(II)-catalyzed bicyclization of pentenitols 1 with degeneration of the allylic stereogenic center and subsequent regioselective ring-opening of bicyclic skeleton 2.
Keywords
Stereoselective synthesis , catalysis , Cyclizations , diastereoselectivity , PALLADIUM
Journal title
Synlett
Serial Year
2005
Journal title
Synlett
Record number
110713
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