Title of article
A novel design of a levoglucosenone derived chiral auxiliary
Author/Authors
Ariel M. Sarotti، نويسنده , , Ariel M. and Spanevello، نويسنده , , Rolando A. and Suلrez، نويسنده , , Alejandra G.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
8203
To page
8206
Abstract
A two-step general approach to a new chiral auxiliary starting from levoglucosenone is reported. The compound is obtained by a [4+2] cycloaddition reaction with anthracene followed by a diastereoselective reduction of the C-2 keto function in high overall yield. The auxiliary has been used as chiral template in an asymmetric Diels–Alder reaction of the corresponding acrylic ester derivative with cyclopentadiene and shown to be efficient for asymmetric induction.
Keywords
chiral auxiliary , Levoglucosenone , Diels–Alder , cycloaddition
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1843714
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